Category: 10268-06-1

Viel, Claude et al. published their research in Bulletin de la Societe Chimique de France in 1966 | CAS: 10268-06-1

2-(2-Chlorophenyl)acetamide (cas: 10268-06-1) belongs to amides. The amide group is called a peptide bond when it is part of the main chain of a protein, and an isopeptide bond when it occurs in a side chain, such as in the amino acids asparagine and glutamine. Amides are not in general accessible by the direct condensation of amines with carboxylic acids for two reasons: first, both components are readily deactivated by a transfer of a proton from the acid to the amine and second, the hydroxy unit on the carbonyl of the acid is a relatively poor leaving group. Nevertheless, the formation of five- and six-membered rings is often surprisingly simple provided that other factors can be brought into play to assist in the condensation.Application In Synthesis of 2-(2-Chlorophenyl)acetamide

Synthesis and properties of new 6,7-dimethoxy-3,4-dihydroand 1,2,3,4-tetrahydroisoquinolines. II. 1-Phenyl- and 1-benzyl- derivatives was written by Viel, Claude;Dorme, Regina;Rumpf, Paul. And the article was included in Bulletin de la Societe Chimique de France in 1966.Application In Synthesis of 2-(2-Chlorophenyl)acetamide This article mentions the following:

Pharmacol. active papaverine analogs were prepd, o-ClC6H4CH2Cl (100 g.), 50 g. KCN in 100 cc. H2O, and 1l. EtOH was refluxed 7 hrs., the EtOH stripped and residue poured into 2 1. ice-H2O to give 49 g. o-ClC6H4CH2CN, b24 133-43°. The nitrile was hydrolyzed to o-ClC6H4CONH2, m. 174°, and finally to o-ClC6H4CO2H, m. 95°. Also prepared was o-FC6H4CO2H (I), m. 59°. BzH was nitrated to give m-NO2C6H4CHO (II), b4 114-23°, and 97 g. aldehyde was reduced with 95 g. KBH4 in MeOH to give m-NO2C6H4CH2OH (III), b1.5 140-2°. Prepared from III was m-NO2C6H4CH2Cl, m. 45-7° and from the chloride, m-NO2C6H4CH2CN, b0.5 145-50°. mClC6H4COCl (76 g.) was reduced by the Rosenmund reaction to give 10 g. m-ClC6H4CHO (IV), b23 110-12°. II was reduced and the resulting m-NH2C6H4CHO treated in situ by the Sandmeyer reaction to give IV. IV was condensed with hippuric acida zlactone to give 2-phenyl-4-(3-chlorobenzylidene)-5-oxazolone (V), m. 164°. V was refluxed with 10% NaOH and the resulting product treated with 130-volume H2O2 2 hrs. to give 3 g. methyl 3 nitrophenylacetate, b20 125-30°. Similarly prepared were pClC6H4CH2CN, b. 264-7°, and p-ClC6H4CH2CO2H, m. 106°. 3,4-Dimethoxy-β-phenethylamine, b22 170° (picrate, m. 164.5-5.0°) and β-phenethylamine (VI), b15 93° (picrate m. 174°) were also prepared A mixture of 7.7 g. I and 6 g. VI was heated 3 hrs. at 180° to give 8.82 g. β-phenethyl-o-fluorophenylacetamide (VII), m. 102-3°. Similarly prepared were homoveratryl-o-chlorobenzamide, b1 180-5°, m. 90° homoveratryl-o-chlorophenylacetamide, m. 120° and homoveratryl-m-chlorophenylacetamide, m. 92°. VII (2.58 g.) in PhMe was cyclized by refluxing with 15 cc. POCl3 1.5 hrs. to give 3,4-dihydro-1-(o-fluorobenzyl)isoquinoline (VIII), m. 156-7°. Polyphosphoric acid was also used for cyclization. Similarly prepared were 3,4dihydro-1-(o-chlorobenzyl)isoquinoline, m. 148°; 6,7-dimethoxy 3,4-dihydro-1-(o-chlorophenyl)isoquinoline (HBr salt, m. 192°, picrate, m. 182°) and 6,7-dimethoxy-3,4-dihydro-1-(o-fluorobenzyl)isoquinoline; HBr salt m. 190° picrate m. 185°. VIII (530 mg.) in MeOH was reduced with 500 mg. NaBH4 in aqueous MeOH to give 1,2,3,4-tetrahydro-1-(o-fluorobenzyl)isoquinoline, m. 192.5°. Similarly prepared were 6,7-dimethoxy-1,2,3,4-tetrahydro-1-(p-nitrophenyl)isoquinoline (HCl salts, m. 260°, picrate, m. 160°) and 6,7-dimethoxy-1,2,3,4-tetrahydro-1-(p-nitrobenzyl)isoquinoline; tartrate salt m. 132°. p-Chlorobenzylidenehomoveratrylamine (15 g.) was refluxed 1 hr. at 100° with 67 cc. 24% HCl to give 10 g. 6,7-dimethoxy-1,2,3,4-tetrahydro-1-(p-chlorophenyl)isoquinoline; HCl salt m. 230°. In the experiment, the researchers used many compounds, for example, 2-(2-Chlorophenyl)acetamide (cas: 10268-06-1Application In Synthesis of 2-(2-Chlorophenyl)acetamide).

2-(2-Chlorophenyl)acetamide (cas: 10268-06-1) belongs to amides. The amide group is called a peptide bond when it is part of the main chain of a protein, and an isopeptide bond when it occurs in a side chain, such as in the amino acids asparagine and glutamine. Amides are not in general accessible by the direct condensation of amines with carboxylic acids for two reasons: first, both components are readily deactivated by a transfer of a proton from the acid to the amine and second, the hydroxy unit on the carbonyl of the acid is a relatively poor leaving group. Nevertheless, the formation of five- and six-membered rings is often surprisingly simple provided that other factors can be brought into play to assist in the condensation.Application In Synthesis of 2-(2-Chlorophenyl)acetamide

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Hu, Shaoyang et al. published their research in Environmental Science & Technology in 2022 | CAS: 10268-06-1

2-(2-Chlorophenyl)acetamide (cas: 10268-06-1) belongs to amides. Compared to amines, amides are very weak bases and do not have clearly defined acid–base properties in water. On the other hand, amides are much stronger bases than esters, aldehydes, and ketones. Amides can be freed from solvent or water by drying below their melting points. These purifications can also be used for sulfonamides and acid hydrazides.Recommanded Product: 2-(2-Chlorophenyl)acetamide

Formation and cytotoxicity of halophenylacetamides: New group of nitrogenous aromatic halogenated disinfection byproducts in drinking water was written by Hu, Shaoyang;Kaw, Han Yeong;Zhu, Lizhong;Wang, Wei. And the article was included in Environmental Science & Technology in 2022.Recommanded Product: 2-(2-Chlorophenyl)acetamide This article mentions the following:

Nitrogenous aromatic halogenated disinfection byproducts (DBPs) in drinking water have received considerable attention recently owing to their relatively high toxicity. In this study, a new group of nitrogenous aromatic halogenated disinfection byproducts, halophenylacetamides (HPAcAms), were successfully identified for the first time in both the laboratory experiments and realistic drinking water. The formation mechanism of HPAcAms during chlorination of phenylalanine in the presence of Br– and I–, occurrence frequencies, and concentrations in authentic drinking water were investigated, and a quant. structure-activity relationship (QSAR) model was developed based on the acquired cytotoxicity data. The results demonstrated that HPAcAms could be formed from phenylalanine in chlorination via electrophilic substitution, decarboxylation, hydrochloric acid elimination, and hydrolysis. The HPAcAm yields from phenylalanine were significantly affected by contact time, pH, chlorine dose, and temperature Nine HPAcAms with concentrations in the range of 0.02-1.54 ng/L were detected in authentic drinking water samples. Most tested HPAcAms showed significantly higher cytotoxicity compared with dichloroacetamide, which is the most abundant aliphatic haloacetamide DBP. The QSAR model demonstrated that the cellular uptake efficiency and the polarized distributions of electrons of HPAcAms play essential roles in their cytotoxicity mechanisms. In the experiment, the researchers used many compounds, for example, 2-(2-Chlorophenyl)acetamide (cas: 10268-06-1Recommanded Product: 2-(2-Chlorophenyl)acetamide).

2-(2-Chlorophenyl)acetamide (cas: 10268-06-1) belongs to amides. Compared to amines, amides are very weak bases and do not have clearly defined acid–base properties in water. On the other hand, amides are much stronger bases than esters, aldehydes, and ketones. Amides can be freed from solvent or water by drying below their melting points. These purifications can also be used for sulfonamides and acid hydrazides.Recommanded Product: 2-(2-Chlorophenyl)acetamide

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Hu, Kongzhen et al. published their research in ACS Medicinal Chemistry Letters in 2017 | CAS: 10268-06-1

2-(2-Chlorophenyl)acetamide (cas: 10268-06-1) belongs to amides. The amide group is called a peptide bond when it is part of the main chain of a protein, and an isopeptide bond when it occurs in a side chain, such as in the amino acids asparagine and glutamine. Amides are not in general accessible by the direct condensation of amines with carboxylic acids for two reasons: first, both components are readily deactivated by a transfer of a proton from the acid to the amine and second, the hydroxy unit on the carbonyl of the acid is a relatively poor leaving group. Nevertheless, the formation of five- and six-membered rings is often surprisingly simple provided that other factors can be brought into play to assist in the condensation.Computed Properties of C8H8ClNO

Development of [18F]Maleimide-Based Glycogen Synthase Kinase-3β Ligands for Positron Emission Tomography Imaging was written by Hu, Kongzhen;Patnaik, Debasis;Collier, Thomas Lee;Lee, Katarzyna N.;Gao, Han;Swoyer, Matthew R.;Rotstein, Benjamin H.;Krishnan, Hema S.;Liang, Steven H.;Wang, Jin;Yan, Zhiqiang;Hooker, Jacob M.;Vasdev, Neil;Haggarty, Stephen J.;Ngai, Ming-Yu. And the article was included in ACS Medicinal Chemistry Letters in 2017.Computed Properties of C8H8ClNO This article mentions the following:

Dysregulation of glycogen synthase kinase-3β (GSK-3β) is implicated in the pathogenesis of neurodegenerative and psychiatric disorders. Thus, development of GSK-3β radiotracers for positron emission tomog. (PET) imaging is of paramount importance, because such a noninvasive imaging technique would allow better understanding of the link between the activity of GSK-3β and central nervous system disorders in living organisms, and it would enable early detection of the enzyme’s aberrant activity. Herein, we report the synthesis and biol. evaluation of a series of fluorine-substituted maleimide derivatives that are high-affinity GSK-3β inhibitors. Radiosynthesis of a potential GSK-3β tracer [18F]10a is achieved. Preliminary in vivo PET imaging studies in rodents show moderate brain uptake, although no saturable binding was observed in the brain. Further refinement of the lead scaffold to develop potent [18F]-labeled GSK-3 radiotracers for PET imaging of the central nervous system is warranted. In the experiment, the researchers used many compounds, for example, 2-(2-Chlorophenyl)acetamide (cas: 10268-06-1Computed Properties of C8H8ClNO).

2-(2-Chlorophenyl)acetamide (cas: 10268-06-1) belongs to amides. The amide group is called a peptide bond when it is part of the main chain of a protein, and an isopeptide bond when it occurs in a side chain, such as in the amino acids asparagine and glutamine. Amides are not in general accessible by the direct condensation of amines with carboxylic acids for two reasons: first, both components are readily deactivated by a transfer of a proton from the acid to the amine and second, the hydroxy unit on the carbonyl of the acid is a relatively poor leaving group. Nevertheless, the formation of five- and six-membered rings is often surprisingly simple provided that other factors can be brought into play to assist in the condensation.Computed Properties of C8H8ClNO

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Yoshimura, Akira et al. published their research in Journal of Organic Chemistry in 2012 | CAS: 10268-06-1

2-(2-Chlorophenyl)acetamide (cas: 10268-06-1) belongs to amides. In primary and secondary amides, the presence of N–H dipoles allows amides to function as H-bond donors as well. Thus amides can participate in hydrogen bonding with water and other protic solvents; the oxygen atom can accept hydrogen bonds from water and the N–H hydrogen atoms can donate H-bonds. Amides can be recrystallised from large quantities of water, ethanol, ethanol/ether, aqueous ethanol, chloroform/toluene, chloroform or acetic acid. The likely impurities are the parent acids or the alkyl esters from which they have been made. The former can be removed by thorough washing with aqueous ammonia followed by recrystallisation, whereas elimination of the latter is by trituration or recrystallisation from an organic solvent.Related Products of 10268-06-1

Hypervalent Iodine Catalyzed Hofmann Rearrangement of Carboxamides Using Oxone as Terminal Oxidant was written by Yoshimura, Akira;Middleton, Kyle R.;Luedtke, Matthew W.;Zhu, Chenjie;Zhdankin, Viktor V.. And the article was included in Journal of Organic Chemistry in 2012.Related Products of 10268-06-1 This article mentions the following:

Hofmann rearrangement of carboxamides to carbamates using Oxone as an oxidant can be efficiently catalyzed by iodobenzene. This reaction involves hypervalent iodine species generated in situ from catalytic amount of PhI and Oxone in the presence of 1,1,1,3,3,3-hexafluoroisopropanol (HFIP) in aqueous methanol solutions Under these conditions, Hofmann rearrangement of various carboxamides affords corresponding carbamates in high yields. In the experiment, the researchers used many compounds, for example, 2-(2-Chlorophenyl)acetamide (cas: 10268-06-1Related Products of 10268-06-1).

2-(2-Chlorophenyl)acetamide (cas: 10268-06-1) belongs to amides. In primary and secondary amides, the presence of N–H dipoles allows amides to function as H-bond donors as well. Thus amides can participate in hydrogen bonding with water and other protic solvents; the oxygen atom can accept hydrogen bonds from water and the N–H hydrogen atoms can donate H-bonds. Amides can be recrystallised from large quantities of water, ethanol, ethanol/ether, aqueous ethanol, chloroform/toluene, chloroform or acetic acid. The likely impurities are the parent acids or the alkyl esters from which they have been made. The former can be removed by thorough washing with aqueous ammonia followed by recrystallisation, whereas elimination of the latter is by trituration or recrystallisation from an organic solvent.Related Products of 10268-06-1

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

De, Subhadip et al. published their research in Organic Letters in 2017 | CAS: 10268-06-1

2-(2-Chlorophenyl)acetamide (cas: 10268-06-1) belongs to amides. The solubilities of amides and esters are roughly comparable. Typically amides are less soluble than comparable amines and carboxylic acids since these compounds can both donate and accept hydrogen bonds. Tertiary amides, with the important exception of N,N-dimethylformamide, exhibit low solubility in water. Amides are not in general accessible by the direct condensation of amines with carboxylic acids for two reasons: first, both components are readily deactivated by a transfer of a proton from the acid to the amine and second, the hydroxy unit on the carbonyl of the acid is a relatively poor leaving group. Nevertheless, the formation of five- and six-membered rings is often surprisingly simple provided that other factors can be brought into play to assist in the condensation.Application of 10268-06-1

Copper-Catalyzed Coupling Reaction of (Hetero)Aryl Chlorides and Amides was written by De, Subhadip;Yin, Junli;Ma, Dawei. And the article was included in Organic Letters in 2017.Application of 10268-06-1 This article mentions the following:

Cu2O/N,N’-bis(thiophen-2-ylmethyl)oxalamide is established to be an effective catalyst system for Goldberg amidation with inferior reactive (hetero)aryl chlorides, which have not been efficiently documented by Cu-catalysis to date. The reaction is well liberalized toward a variety of functionalized (hetero)aryl chlorides and a wide range of aromatic and aliphatic primary amides in good to excellent yields. Furthermore, the arylation of lactams and oxazolidinones is achieved. The present catalytic system also accomplished an intramol. cross-coupling product. In the experiment, the researchers used many compounds, for example, 2-(2-Chlorophenyl)acetamide (cas: 10268-06-1Application of 10268-06-1).

2-(2-Chlorophenyl)acetamide (cas: 10268-06-1) belongs to amides. The solubilities of amides and esters are roughly comparable. Typically amides are less soluble than comparable amines and carboxylic acids since these compounds can both donate and accept hydrogen bonds. Tertiary amides, with the important exception of N,N-dimethylformamide, exhibit low solubility in water. Amides are not in general accessible by the direct condensation of amines with carboxylic acids for two reasons: first, both components are readily deactivated by a transfer of a proton from the acid to the amine and second, the hydroxy unit on the carbonyl of the acid is a relatively poor leaving group. Nevertheless, the formation of five- and six-membered rings is often surprisingly simple provided that other factors can be brought into play to assist in the condensation.Application of 10268-06-1

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Discovery of 10268-06-1

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 2-(2-Chlorophenyl)acetamide, other downstream synthetic routes, hurry up and to see.

Synthetic Route of 10268-06-1, The chemical industry reduces the impact on the environment during synthesis 10268-06-1, name is 2-(2-Chlorophenyl)acetamide, I believe this compound will play a more active role in future production and life.

To a solution of compound methyl 2-(5-chloro-1–(2-fluoroethyl)-1H– indol?3?yl)?2-oxoacetate (200 mg, 0.710 mmol, 1.00 equiv.) and compound 2-(2-chlorophenyl)acetamide (132 mg, 0.780 mmol, 1.10 equiv.)in THF (10 mL, 0.071 M) was added with t-BuOK solution (190 mg, 1.69 mmol, 2.40 equivj/THF (5.00 mL) at 0 °C under nitrogen atmosphere. After the reaction mixture was stirred at 0 00 for another 5 h, it was quenched by iN HC1 (10.0 mL). The excess acid was neutralized by sodium bicarbonate. The solution was extracted with EtOAc (10 mL x3), washed with brine, dried with MgSO4, filtered, and concentrated in vacuo. The residue was purified through column chromatography using EtCAc:hexanes (1 : 1.5 (v/v)) to afford the title compound as a light yellow solid (64.8 mg, 0.161 rnm0l, 23percent yield). NMR Spectroscopy: ?H NMR (700 MHz, (CD3)2S0, 25 °C, ) : 11.22 (s, lH), 8.21 (s, lH), 7.58(d, J = 8.7 Hz, lH), 7.55 (d, J = 7.9 Hz, lH), 7.51?7.49 (m, 1H),7.41?7.40 (m, 2H), 7.13 (dd, J 2.0, 8.7 Hz, 1H), 6.19 (d, J 2.0Hz, 1H), 4.76 (t, J = 4.6 Hz, lH), 4.70 (t, J= 4.6 Hz, 1H), 4.65 (t,J 4.6 Hz, 1H), 4.60 (t, J = 4.6 Hz, 1H). 13C NMR (175 MHz, (CD3)2S0,25 °C, ) 171.7, 171.2, 135.7, 135.0, 134.2, 133.5, 132.2, 130.8,129.4, 127.6, 127.0, 126.2, 125.2, 122.2, 119.8, 112.4, 104.4, 83.0,82.0, 46.6 (d, J =19.9 Hz). Z9p NMR (376 MHz, (0D3)2S0, 25 °C, oe) -222.1 (m) . HRMS (ESI?TOF) (m/z) : calcd for C2flH14N2O2FC12 ( [M + H]),403.0416, found, 403.0408.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 2-(2-Chlorophenyl)acetamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; THE RESEARCH FOUNDATION FOR THE STATE UNIVERSITY OF NEW YORK; NGAI, Ming-Yu; LEE, Katarzyna, N.; HU, Kongzhen; NASDEV, Neil; HAGGARTY, Stephen, J.; (120 pag.)WO2018/132636; (2018); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Extended knowledge of 10268-06-1

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 2-(2-Chlorophenyl)acetamide, other downstream synthetic routes, hurry up and to see.

Synthetic Route of 10268-06-1, The chemical industry reduces the impact on the environment during synthesis 10268-06-1, name is 2-(2-Chlorophenyl)acetamide, I believe this compound will play a more active role in future production and life.

A mixture of Compound 1c (322 mg, 0.857 mmol) and Compound 1d (121 mg, 0.714 mmol) in 7 ML of anhydrous THF was stirred under nitrogen and cooled in an ice bath while treating dropwise with 2.9 ML of 1 N potassium t-butoxide in THF. The mixture was stirred for 30 minutes in an ice bath then at room temperature for another 30 min.The reddish mixture was then cooled down and then 2 ML of concentrated HCl was added dropwise.The mixture was stirred for 5 min.ethyl acetate (150 ML) and H2O (30 ML) were added.The organic layer was separated and washed with saturated NaHCO3 and brine, dried over anhydrous sodium sulfate and concentrated in vacuo.The crude product was separated by flash chromatography on silica gel (CH2Cl2/MeOH/NH4OH, from 98:2:0.2 to 95:5:0.5) to yield 150 mg (55percent) of Compound 1 as a yellow solid. 1H NMR (CDCl3) delta 8.21 (dd, J=1.5, 4.7 Hz, 1H), 8.17 (s, 1H), 7.48-7.33 (m, 4H), 6.78 (dd, J=4.7, 8.1 Hz, 1H), 6.66 (dd, J=1.5, 8.1 Hz, 1H), 4.5 (dd, J=2.6, 7.1 Hz, 2H), 3.41 (t, J=5.5 Hz, 2H), 2.03 (m, 2H). ES-MS m/z 382 (MH+). Using the procedure of Example 1 and the appropriate reagents and starting materials known to those skilled in the art, other compounds of the present invention may be prepared including, but not limited to

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 2-(2-Chlorophenyl)acetamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Zhang, Han-Cheng; Kuo, Gee-Hong; Maryanoff, Bruce E.; Ye, Hong; O’Neill, David; Shen, Lan; Demarest, Keith; Conway, Bruce R.; McComsey, David F.; US2004/6095; (2004); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics