Month: February 2021

Electric Literature of 200283-08-5, The chemical industry reduces the impact on the environment during synthesis 200283-08-5, name is tert-Butyl (2-((tert-butoxycarbonyl)amino)ethyl)(2-hydroxyethyl)carbamate, I believe this compound will play a more active role in future production and life.

General procedure: The corresponding Boc-protected aminoalcohol was dissolved in dry acetonitrile.N-methylisatoic anhydride and K2CO3 were added to the solution. The mixture was stirredfor 48 h at room temperature. The solvent then was removed by evaporation and the crudeproduct was purified by centrifugally accelerated, radial, thin-layer chromatography. Theeluent was changed from n-hexane to n-hexane/acetone to acetone. The fractions whichcontained the product (TLC) were combined and the solvent was removed by evaporation. 3a: For the synthesis of 3a, the following was used: 2a (2.94 g, 9.7 mmol), CH3CN (100 mL),N-methylisatoic anhydride (2.60 g, 14.7 mmol), K2CO3 (6.9 g, 50 mmol). Yield: 1.26 g (31%).White powder. 1H NMR (200 MHz, CDCl3), delta (ppm): 1.40 (s, 18H, 6CH3), 2.88 (s, 3H, CH3), 3.27(br, 2H, CH2), 3.38 (br, 2H, CH2), 3.55 (br, 2H, CH2), 4.32 (t, 3J(H/H) = 5.43 Hz, 2H, CH2), 6.54 (ddd,J(H/H) = 8.1, 7.2, 1.0 Hz, 1H, CArH), 6.63 (d, 3J(H/H) = 8.5 Hz, 1H, CArH), 7.35 (ddd, J(H/H) = 8.6,7.1, 1.7 Hz, 1H, CArH), 7.85 (dd, J(H/H) = 8.0, 1.6 Hz, 1H, CArH). 13C NMR (200 MHz, CDCl3), delta(ppm): 28.51 (s, CH3), 28.57 (s, CH3), 29.7 (s, CH3), 39.7 (s, CH2), 46.7 (s, CH2), 62.4 (s, CH2), 80.5(s, OC(CH3)3), 109.8 (s, CipsoCOO), 111.0 (s, CAr), 114.6 (s, CAr), 131.8 (s, CAr), 135.0 (s, CAr), 152.3(s, CipsoN), 156.1 (s, N(CO)O), 168.5 (s, (CO)O).

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, tert-Butyl (2-((tert-butoxycarbonyl)amino)ethyl)(2-hydroxyethyl)carbamate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Walther, Till; Herzog, Renate; Kalu?erovi?, Milena R.; Wagner, Christoph; Schmidt, Harry; Kalu?erovi?, Goran N.; Journal of Coordination Chemistry; vol. 71; 2; (2018); p. 243 – 257;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

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. 6973-09-7, name is 5-Amino-2-methylbenzenesulfonamide, This compound has unique chemical properties. The synthetic route is as follows., name: 5-Amino-2-methylbenzenesulfonamide

General procedure: To a solution of 6a (309mg, 1mmol) and 4-sulfamoylaniline (172mg, 1mmol) in isopropanol (10mL) was added 5 drops of hydrochloric acid. The mixture was heated to reflux for 4h and then concentrated in vacuo. The residue was diluted with saturated sodium bicarbonate solution (25ml) and extracted with ethyl acetate (30mL). The extract was washed with brine (25mL), dried over anhydrous Na2SO4, filtered and concentrated. The precipitate was filtered off and recrystallized from ethyl acetate to give 7h as a white solid (64percent)

According to the analysis of related databases, 6973-09-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Sun, Wuji; Hu, Shengquan; Fang, Shubiao; Yan, Hong; Bioorganic Chemistry; vol. 78; (2018); p. 393 – 405;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 35303-76-5, These common heterocyclic compound, 35303-76-5, name is 4-(2-Aminoethyl)benzenesulfonamide, 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.

During DMF (5mL) (S) -4- (3 – ((S) -6- (bis ((1- (2-tert-butoxy-2-oxoethyl)-lH-imidazol-2-yl) methyl) amino)-1-tert-butoxy-1-oxo-hexane-2-yl) ureido) -5-tert-butoxy-5-oxo-pentanoic acid(80mg, 0.098mmol), 4- (2- aminoethyl) benzenesulfonamide amide (30mg,0.15mmol), 2- (1-H-7- aza-benzotriazol-1-yl) -1,1,3,3-hexafluorophosphatetetramethyluronium methane aminium (HATU, 50mg , 0.17 mmol), and was DIPEAsolution containing a (0.50 mL) was stirred overnight at 40 ¡ã C. The solventwas evaporated under reduced pressure, and to produce a residue which was usinga gradient containing 0-20percent MeOH in DCM and purified by Biotage SP4, (S) -tert-butyl 6- (bis ( (1- (2-tert- butoxy-2-oxoethyl)-lH-imidazol-2-yl) methyl)amino) -2- (3 – ((S) -1-tert- butoxy-1,5-dioxo – 5-(4-sulfamoyl-phenethyl-amino) pentan-2-yl) ureido) hexane acid (100mg,Resultedin 100percent).

Statistics shows that 4-(2-Aminoethyl)benzenesulfonamide is playing an increasingly important role. we look forward to future research findings about 35303-76-5.

Reference:
Patent; MOLECULAR INSIGHT PHARMACEUTICALS INCORPORATED; BABICH, JOHN W; (133 pag.)JP5856247; (2016); B2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 148017-28-1, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 148017-28-1 as follows.

Example 82: N-[((lR,2R,3S,4R)-4-{6-[(lS)-2,3-dihydro-lH-inden-l-ylamino]-9H-purin-9-yl}- 2,3-dihydroxycyclopentyl)methyl]sulfamide (1-87)Step a: fert-Butyl (aminosulfonyl){r(3aR,4R>6R,6aS)-6-(6-chloro-9H-purin-9-yl)-2,2- dimethyltetrahydro-SaH-cyclopentardiri^ldioxoM-ynmethyllcarbamate; [0614] To a solution of ((3aR,4R,6i?,6aS)- [6-(6-chloro-purin-9-yl)-2,2-dimethyl- tetrahydro-cyclopenta[l,3]dioxol-4-yl]-methanol (Yang, M.; Wei, Y.; Schneller, S. W. /. Org. Chem. 2004, 69, 3993-3996) (250.0 mg, 0.77 mmol), N-Boc-sulfonamide (226.6 mg, 1.16 mmol) and triphenylphosphine (242.3 mg, 0.92 mol) in EtOAc (8 mL) was added diisopropyl azodicarboxylate (227.3 muL, 1.16 mmol) dropwise as a solution in EtOAc (1 mL). The reaction was stirred at r.t. overnight, quenched with water and extracted with EtOAc. The organics were concentrated and the residue purified by flash chromatography (0 to 100% EtOAc/DCM) to obtain the product as an inseparable mixture with triphenylphosphine oxide. The material was carried on as such.[0615] LCMS: Rt. 2.49 min ES+ 503 (formic acid).

According to the analysis of related databases, 148017-28-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MILLENNIUM PHARMACEUTICALS, INC.; WO2006/84281; (2006); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 57561-39-4,Some common heterocyclic compound, 57561-39-4, name is tert-Butyl (2-hydroxyethyl)(methyl)carbamate, molecular formula is C8H17NO3, 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.

General Procedure 68 Diethylazodicarboxylate (0.48 mL, 3.1 mmol) was added to a 0 C. solution of triphenylphosphine (0.80 g, 3.1 mmol) in THF (20 mL). After stirring for 5 minutes, 4-bromopyrazole (0.30 mg, 2.0 mmol) was added. After another 5 minutes of stirring, (2-hydroxyethyl)-methyl-carbamic acid tert-butyl ester (0.45 g, 2.6 mmol) was added. The reaction was allowed to warm to room temperature and stir overnight. The reaction was cooled to 0 C. and filtered. The filtrate was concentrated by rotary evaporation. The residue was purified by silica gel chromatography using gradient elution of dichloromethane, ethyl acetate to afford [2-(4-bromo-pyrazol-1-yl)-ethyl]-methyl-carbamic acid tert-butyl ester (541 mg, 87%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route tert-Butyl (2-hydroxyethyl)(methyl)carbamate, its application will become more common.

Reference:
Patent; AGOURON PHARMACEUTICALS, INC.; US2006/46991; (2006); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

5004-88-6, name is 2-Amino-4,5-dimethoxybenzamide, belongs to amides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Computed Properties of C9H12N2O3

To a mixture of 2-amino-4,5-diotamethoybenzamiotade (8 42g, 38 86 mmole) and py?dine (I I 64g, 147 4 mmole) in CHCU (180 mL) was added 3-phenylbenzoyl chlo?de (7 23g, 36 86 mmole) and the reaction was stirred at RT for 5 h The volatiles were removed in and the product 2-(benzoylamino)-4,5-diotamethokappaybenzamide was used immediately without future purification HPLC retention time 7 92 nuns

The synthetic route of 5004-88-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SURFACE LOGIX, INC.; SWEETNAM, Paul; BARTOLOZZI, Alessandra; CAMPBELL, Anthony; COLE, Bridget; FOUDOULAKIS, Hope; KIRK, Brian; SESHADRI, Hemalatha; RAM, Siya; WO2010/104851; (2010); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 758-96-3, A common heterocyclic compound, 758-96-3, name is N,N-Dimethylpropionamide, molecular formula is C5H11NO, 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.

7-Methoxy-4-propionyl-2-trifluoromethylbenzo[b]thiophene To a solution of the compound of Example 37 (1.70 g) in THF (27 mL) was added an n-butyl lithium (1.58 mol/L hexane solution, 3.80 mL) at -78C, followed by stirring at the same temperature for 30 minutes, and then N,N-dimethyl propionamide (1.20 mL) was added thereto, followed by stirring at room temperature for 30 minutes. To the reaction liquid was added a saturated aqueous ammonium chloride solution, followed by extraction with ethyl acetate, the organic layer was washed with saturated brine and then dried over anhydrous magnesium sulfate, and the solvent was evaporated. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=4: 1) to obtain the desired product (243 mg) as a white powder. EIMS (+): 288 [M]+, 1H NMR (CDCl3, 400 MHz): delta 1.27 (3H, t, J=7.3 Hz), 3.07 (2H, q, J=7.3 Hz), 4.09 (3H, s), 6.89 (1H, d, J=8.6 Hz), 8.05 (1H, d, J=8.6 Hz), 8.80 (1H, q, J=1.2 Hz).

The synthetic route of 758-96-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kyorin Pharmaceutical Co., Ltd.; EP2168959; (2010); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

These common heterocyclic compound, 2675-89-0, name is 2-Chloro-N,N-dimethylacetamide, 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. Application In Synthesis of 2-Chloro-N,N-dimethylacetamide

Example 5.3Preparation of nC10H21-O-CH2-CONMe2 (Product 3-R1=nC10H21)In a 250 mL reactor, under a nitrogen atmosphere, is introduced sodium hydride, (60% suspended in mineral oil) (5 g, 125 mmol). This product is washed with pentane (3¡Á15 mL) and is then suspended in THF (100 g). The suspension is cooled to 0 C., n-decanol (17.4 g, 110 mmol) is introduced with a syringe. The chlorodimethylacetamide (12.1 g, 100 mmol) is then slowly added onto the mixture. The temperature of the reaction mixture is brought back to room temperature and the reaction mixture is maintained with stirring for 20 hours. The reaction mixture is neutralized with cold water (20 mL) and then this aqueous phase is extracted with dichloromethane (200 mL), the organic phase is washed with a saturated solution of NH4Cl (50 mL), a saturated solution of NaHCO3 (50 mL) and then with water (50 mL). The organic phase is dried on sodium sulfate and concentrated under reduced pressure in order to obtain 20.6 g of the expected product with a purity>98% i.e. a yield of 82%.

The synthetic route of 2-Chloro-N,N-dimethylacetamide has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Vidal, Thierry; Guglieri, Massimo; Jentzer, Olivier; US2012/302791; (2012); A1;,
Amide – Wikipedia,
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. 98-64-6, name is 4-Chlorobenzenesulfonamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C6H6ClNO2S

General procedure: To a mixture of PS-tet-Cu(II) 2 (0.05 g) and arylboronicacid (0.7 mmol) in water (5 mL), K2CO3(1 mmol), sulfonamide(0.7 mmol) and water (5 mL) was added and the mixture was vig-orously stirred for the appropriate times under reflux conditions.After completion (as monitored by TLC), the catalyst was filteredand the reaction mixture was cooled to room temperature. Theresulting product was filtered and purified by recrystallizationusing ethyl acetate and n-hexane to afford N-arylated product. Allcompounds were compared with the corresponding compoundsprepared by the reported procedure [4,23?40]. All compounds wereknown and were characterized by spectral analysis or meltingpoints.1H NMR data of some compounds are given below.

The synthetic route of 98-64-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Nasrollahzadeh, Mahmoud; Rostami-Vartooni, Akbar; Ehsani, Ali; Moghadam, Majid; Journal of Molecular Catalysis A: Chemical; vol. 387; (2014); p. 123 – 129;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 25823-52-3, These common heterocyclic compound, 25823-52-3, name is 6,7-Dihydro-2H-benzo[6,7]cyclohepta[1,2-c]pyridazin-3(5H)-one, 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.

Synthetic Preparation 8 Compound of Formula (Df) A mixture of the compound of formula (De), 8,9-benzo-6,7-dihydro-2H-cyclohepta[c]pyridazin-3(5H)-one, (4.0 g, 19.3 mmol) and POCl3 (20 mL) was refluxed for 2 h. After cooling to ambient temperature, the volatiles were evaporated. The residue was poured into a mixture of ice water and sodium bicarbonate, CH2Cl2 (200 mL) was added to dissolve the solid. The layers were separated, and the aqueous layer was extracted with CH2Cl2 one more time. The combined organic layers were washed with brine. After being dried (MgSO4), filtered, and concentrated, the compound of formula (Df), 8,9-benzo-3-chloro-6,7-dihydro-5H-cyclohepta[c]pyridazine, was obtained as a yellow solid (4.3 g, 99%), 1H NMR (300 MHz, CDCl3) delta: 7.82 (m, 1H), 7.45-7.24 (m, 4H), 2.59-2.51 (m, 4H), 2.27 (quant, J=6.9 Hz, 2H); LC-MS: purity: 100%; MS (m/e): 231 (MH+).

The synthetic route of 25823-52-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Rigel Pharmaceuticals, Inc.; US2009/111816; (2009); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics