Amides-buliding-blocks

71026-66-9, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 71026-66-9 name is tert-Butyl (4-aminophenyl)carbamate, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

In a three-necked flask equipped with a thermometer and a dropping funnelAzobenzene-4,4′-dicarboxylic acid dichloride (25.0 g,81.4 mmol) and triethylamine (19.8 g, 195.4 mmol) were added, and 150 mL of dichloromethane was added. The solution was kept at 5 CAnd the mixture was dissolved in methylene chloride (100 mL)4- (N-tert-butoxycarbonylamino) aniline(37.3 g,179.1 mmol) was added, and the mixture was heated to room temperature and stirred for 6 hours. The reaction solution was added to water (250 mL), washed with pure water(300 mL). The organic layer was washed three times. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure to obtain the same(Yield 42.9 g, yield 81%)

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Jieenzhi Co., Ltd.; Jieenzhi Petrochemical Co., Ltd.; Teng Madaliang; Tian Cundianyang; Xiao Kouxiongerlang; Shan Neixiaohao; Jiu Tianlixiang; (145 pag.)CN104058993; (2017); B;,
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These common heterocyclic compound, 42137-88-2, name is N,N-Bis(2-chloroethyl)-4-methylbenzenesulfonamide, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. 42137-88-2

A1. Levorotatory (-)-1-[(4-chlorophenyl)phenylmethyl]-4-[(4-methylphenyl)sulfonyl]piperazine. 3.4 g (0.0156 mole) of levorotatory (-)-(4-chlorophenyl)phenylmethylamine (prepared in Example 1.1) and 5.1 g (0.0172 mole) of N,N-bis(2-chloroethyl)-4-methylbenzenesulfonamide (prepared in Example 2.3) in 6 ml (4.4 g or 0.0343 mole) of ethyldiisopropylamine are mixed in a 25 ml round-bottomed flask. The mixture is heated under reflux (127 C.) for 4 hours and then cooled, with stirring, to 86 C. and 13.8 ml of methanol are added at once. The mixture is then cooled in an ice bath and still stirred for 1 hour. The precipitate which forms is filtered off, washed with 10 ml of methanol and dried under vacuum at 40 C. The product is recrystallized from a 3:1 (v/v) mixture of methanol and acetone. 6 g of levorotatory (-)-1-[(4-chlorophenyl)phenylmethyl]-4-[(4-methylphenyl)sulfonyl]piperazine are obtained. M.P. 171.1 C. Yield: 87.2%. [alpha]D25:-40.68 (c=1, toluene) Optical purity: 100% Analysis for C24 H25 ClN2 O2 S in %: Calc.: C 65.37H 5.71 N 6.35 Cl8.04 S 7.27 Found: 65.95 5.80 6.60 8.12 7.33

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 42137-88-2.

Reference:
Patent; U C B, S.A.; US5478941; (1995); A;,
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1746-77-6,Some common heterocyclic compound, 1746-77-6, name is Isopropyl carbamate, molecular formula is C4H9NO2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

To a solution of isopropyl carbamate (15.85 g, 154 mmol) in anhydrous THF (150 mL) in a flame-dried flask at -78 C was added crotonoyl chloride (14.16 mL, 146 mmol), followed by LiHMDS (300 mL, 1.0 M in THF). After 30 minutes of stirring at -78 C, solution was permitted to warm to RT and stir at RT overnight. Reaction was quenched via addition of sat. aq. NH4Cl (200 mL). Solution was extracted with EtOAc (3 x 75 mL). (0759) Combined organics were washed with sat NaCl and dried with MgSO4, filtered and concentrated under reduced pressure. Crude product was purified via automated normal phase chromatography (23% EtOAc in hexanes) to provide the desired imide as a white solid (12.3 g, 64% yield). mp 91 C. LCMS/UPLC (method: formate) retention time 0.82 min, [M + H]+ = 172.27.1H NMR (400 MHz, CDCl3) delta 7.55 (s, 1H), 7.14 (dq, J = 15.3, 6.9 Hz, 1H), 6.86 (dq, J = 15.2, 1.7 Hz, 1H), 4.99 (p, J = 6.3 Hz, 1H), 1.94 (dd, J = 6.9, 1.7 Hz, 3H), 1.30 (d, J = 6.3 Hz, 6H).13C NMR (126 MHz, CDCl3) delta 166.03, 151.36, 146.34, 122.94, 70.23, 21.78, 18.40.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Isopropyl carbamate, its application will become more common.

Reference:
Patent; ST. JUDE CHILDREN’S RESEARCH HOSPITAL; GUY, R., Kip; SLAVISH, P., Jake; SHADRICK, William, Robert; YOUNG, Brandon, M.; BOYD, Vincent, A.; BHARATHAM, Nagakumar; PRICE, Jeanine, E.; SHELAT, Anang; (324 pag.)WO2018/111805; (2018); A1;,
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The chemical industry reduces the impact on the environment during synthesis 177906-48-8, name is trans-N-Boc-1,4-cyclohexanediamine, I believe this compound will play a more active role in future production and life. 177906-48-8

Intermediate 46; N-(5-lodo-imidazo[2,1 -b][1 ,3,4]thiadiazol-2-yl)-N’,N’-dimethyl-irans- cyclohexane-1,4-diamine; Step 1 : (4-Dimethylamino-irans-cyclohexyl)-carbamic acid tert-butyl ester; A solution of N-boc-frans-1 ,4-cyclohexanediamine (1 g, 4.7 mmol, 1 equiv) and formaldehyde (1.39 ml, 18.7 mmol, 4 equiv) was treated with sodium cyanoborohydride (0.926 g, 14 mmol, 3 equiv) and then with acetic acid (1.6 ml, 28 mmol, 6 equiv). The reaction mixture was stirred at room temperature under argon atmosphere overnight. The solvent was removed under reduced pressure, and the crude was suspended in sat. NaHC03 and extracted with dichloromethane. The organic layer was dried over Na2S04, filtered and concentrated to afford the desired product (0.787 g) which was used in the next step of the synthesis without further purification.

The chemical industry reduces the impact on the environment during synthesis 177906-48-8. I believe this compound will play a more active role in future production and life.

Reference:
Patent; CENTRO NACIONAL DE INVESTIGACIONES ONCOLOGICAS (CNIO); PASTOR FERNANDEZ, Joaquin; KURZ, Guido; RICO FERREIRA, Maria del Rosario; SOILAN RODRIGUEZ, David; ORTEGA SORET, Miguel Angel; LINK, Wolfang; RABAL GRACIA, Obdulia; WO2012/20215; (2012); A1;,
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Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 2015-19-2, name is 5-Amino-2-chlorobenzenesulfonamide, This compound has unique chemical properties. The synthetic route is as follows., 2015-19-2

The compound 5 (1.24 g, 6.0 mmol), formic acid (2.23 g, 48.0 mmol) and sodium formate (82 mg, 1.2 mmol) were placed into a flask. The reaction was monitored with TLC and complete after 10 h of stirring at room temperature. The resulting mixture was poured onto 50 mL of water, and the suspension was stirred for 10 min. After stewing at 10 C for 10 min, the white precipitate was filtered to give the intermediate 6m.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Article; Pan, Li; Jiang, Ying; Liu, Zhen; Liu, Xing-Hai; Liu, Zhuo; Wang, Gang; Li, Zheng-Ming; Wang, Di; European Journal of Medicinal Chemistry; vol. 50; (2012); p. 18 – 26;,
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These common heterocyclic compound, 17193-28-1, name is 1-Amino-1-cyclopentanecarboxamide, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. 17193-28-1

General procedure: 1-amino-cyclopentanecarboxamide (3) (8.0 g, 62.5 mmol) was acylated with alkyl acyl chloride (93.7 mmol) and triethylamine (17.3 mL, 125.0 mmol) in 50 mL dichloromethane(DCM) at 0 C.After the reaction was completed, the resulting mixture was addedwith 30 mLwater, and extracted with DCM (25 mL 3). The organiclayer was dried over MgSO4. After filtration, the solvent wasremoved under reduced pressure. The residue was dissolved in50 mL MeOH and then 50 mL 10 M KOH was added slowly. Themixturewas refluxed for 3 h. After cooled to room temperature, themixture was added 50 mL H2O and extracted with DCM(30 mL 4). The organic layer was dried over MgSO4, the solventwas removed under reduced pressure. The resulting residue waspurified by CC to give 5a-d.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 17193-28-1.

Reference:
Article; Bao, Xiaolu; Zhu, Weibo; Yuan, Weidong; Zhu, Xingbo; Yan, Yijia; Tang, Hesheng; Chen, Zhilong; European Journal of Medicinal Chemistry; vol. 123; (2016); p. 115 – 127;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

7341-96-0,Some common heterocyclic compound, 7341-96-0, name is Propiolamide, molecular formula is C3H3NO, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Example 6Synthesis of Compound (I)1-(2,6-Difluorobenzyl)-1H-1,2,3-triazole-4-carboxyamide (Rufinamide); A 500 ml round-bottom flask is loaded with 2,6-difluorobenzyl azide (100 g, 0.59 mole) dissolved in methanol (300 ml), then propiolamide (49 g, 0.71 mole) obtained according to Example 5 is added under stirring to obtain a solution. Afterwards, CuSO4 pentahydrate (1.46 g, 5.9 mmoles) and ascorbic acid (5.19 g, 29.6 mmoles) are added in succession. The reaction mixture spontaneously reaches 40 C. and is kept under stirring for 4 hours at the same temperature. The formed solid is then filtered off, washed with methanol and water, and dried in an oven at 50 C., thereby affording 133 g of a solid crude in 89% yield. The solid is suspended in water (300 ml), the suspension is treated with 33% aqueous ammonia (50 ml) and left under stirring for 3 hours, then the resulting white solid is filtered and dried in an oven. 130 g of a crystalline solid are obtained in 87% yield.1H NMR (400 MHz, DMSO-d6), delta ppm: 8.56 (s, 1H), 7.87 (bs, 1H), 7.60-7.43 (m, 2H), 7.20 (m, 2H), 5.72 (s, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Propiolamide, its application will become more common.

Reference:
Patent; DIPHARMA FRANCIS S.R.L.; US2010/234616; (2010); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 627-12-3, name is Propyl carbamate, belongs to amides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 627-12-3, 627-12-3

General procedure: CuI (10mol%) and EDA (10mol%) were added to a mixtureof O-alkyl carbamate (1mmol), NaOtBu (1.5mmol) and aryl halide (1mmol) in 2mL toluene and the mixture wasstirred for the appropriate time, which was determined byTLC monitoring, at 100C. After completion of the reaction,the catalyst was removed by filtration and 20mL H2Owas added to the filtrate. The resultant mixture was extractedwith CHCl3.Then the organic phase was washed with water(2 ¡Á 10mL) and dried over anhydrous Na2SO4.After evaporationof CHCl3under reduced pressure, the correspondingcrude product was purified by flash chromatography to givethe desired pure cross-coupling product in good to excellentyield. In the case of using arylboronic acids as couplingpartners, Cu(OAc)2 was employed instead of CuI.

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, Propyl carbamate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Sardarian, Ali Reza; DindarlooInaloo, Iman; Zangiabadi, Milad; Catalysis Letters; vol. 148; 2; (2018); p. 642 – 652;,
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Amide – an overview | ScienceDirect Topics

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 1120-16-7, name is Dodecanamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. 1120-16-7

In order to gain a deeper insight into the structure activity relationship, a battery of 15 additional bisphosphonates were synthesized harbouring different functional groups at the alpha-carbon and displaying lipid-tails of different length, respectively (Scheme 1). Scheme 1. Synthesis of bisphosphonates. Reagents and conditions: a) NaH, Toluene, 60 C, 16 h b) HCI, reflux, 16 h c) P(OMe)3, 0 C, 2 h d) HP(OMe)2, nBu2NH, 0 C, 16 h e) H3PO3, MsOH, then PCl3, 90 C, 16 h f) PCl3/H3PO3, 70C, 12 h, then H2O, 2h

The synthetic route of 1120-16-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Humboldt Universitaet zu Berlin; Rheinisch-Westfaelische Technische Hochschule Aachen (RWTH); EP2289900; (2011); A1;,
Amide – Wikipedia,
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Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 711007-44-2, name is 2,3-Diaminobenzamide, This compound has unique chemical properties. The synthetic route is as follows., 711007-44-2

At room temperature, 2,3-diaminobenzamide (500 mg, 3.30 mmol) and 1-N-Boc-4-piperidinecarboxaldehyde (776 mg, 3.63 mmol) were initially charged in DMA (dimethylamide). With vigorous stirring, sodium bisulfite (585 mg, 5.62 mmol) was added at room temperature, and the reaction solution was then stirred at 130 C. for 5 h. After cooling to room temperature, water was added and the reaction mixture was repeatedly extracted thoroughly with dichloromethane The combined organic phases were then dried over magnesium sulfate, filtered off, concentrated under reduced pressure and then purified by column chromatography (gradient ethyl acetate/heptane). This gave tert-butyl 4-(4-carbamoyl-1H-benzimidazol-2-yl)piperidine-1-carboxylate (1.0 g, 88% of theory) in the form of a colorless solid. 1H-NMR (400 MHz, CDCl3 delta, ppm) 9.70 (br. s, 1H, NH), 8.10 (s, 1H), 7.60 (s, 1H), 7.30 (t, 1H), 5.90 (br. s, 1H, NH), 3.12 (m, 1H), 2.10 (m, 2H), 1.90 (m, 2H), 1.65 (m, 4H), 1.50 (s, 9H).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; BAYER CROPSCIENCE AG; Frackenpohl, Jens; Heinemann, Ines; Mueller, Thomas; Dittgen, Jan; Von Koskull-Doering, Pascal; Schmutzler, Dirk; Hills, Martin Jeffrey; US2015/216168; (2015); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics