Category: 66315-16-0

Related Products of 66315-16-0,Some common heterocyclic compound, 66315-16-0, name is Methyl 3-amino-4-(methylamino)benzoate, molecular formula is C9H12N2O2, 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.

800 mg (4.4 mmol) s3 was dissolved in 10 mLacetic acid, 336 mg (4.8 mmol) sodium nitrite was added slowly.The mixture was stirred for 18 h at room temperature, then poured into 30 mL water, neutralized with saturated solution of sodium bicarbonate, extracted with 50 mL ethyl acetate, washed with 20 mL water, dried with anhydrous sodium sulfate overnight. The filtrate was concentrated by vacuum distillation to obtain brown solid, recrystallized from ethyl acetate and hexane to afford pale brown solid of s4 300 mg, yield 35%.1H NMR(400 MHz, CDCl3): d8.78 (s, 1H, ArH), 8.19 (d, 1H, J = 8.8 Hz, ArH), 7.55 (d, 1H, J = 8.8 Hz, ArH), 4.33 (s, 3H, OCH3), 3.98 (s, 3H, NCH 3 );13C NMR (100 MHz,CDCl3): d 166.6, 145.6, 135.6, 128.2, 126.3, 122.9, 109.0, 52.4, 34.4.HRMS (EI) calcd. for C9H9N3O2 [M]+: 191.0695, found 191.0697.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 3-amino-4-(methylamino)benzoate, its application will become more common.

Reference:
Article; Chang, Kang; Chen, Jian-Qin; Shi, Yan-Xia; Sun, Mei-Jian; Li, Peng-Fei; Zhao, Zhen-Jiang; Zhu, Wei-Ping; Li, Hong-Lin; Xu, Yu-Fang; Li, Bao-Ju; Qian, Xu-Hong; Chinese Chemical Letters; vol. 28; 4; (2017); p. 919 – 926;,
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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. 66315-16-0, name is Methyl 3-amino-4-(methylamino)benzoate, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C9H12N2O2

Synthesis of (3R)-1-[1-methyl-2-(5-phenyl-1H-pyrazol-1-yl)-1H-1,3- benzodiazole-5-carbonyl]piperidin-3-amine hydrochloride, I-59, EOAI3426751 (EV- AO7894-001) Methyl 1-methyl-2-oxo-2,3-dihydro- 1H-1,3-benzodiazole-5-carboxylate (EV- AP4075-001)- Step 1 To a solution of methyl 3-amino-4-(methylamino)benzoate (EV-AN2487-001, synthesised as described in Scheme 1, 100 mg, 0.54 mmol) in anhydrous DCM (3 ml) was added 1,1′-carbonyldiimidazole (110 mg, 0.68 mmol). The mixture was stirred at room temperature for 16h. The precipitate was collected by vacuum filtration and washed with ice-cold diethyl ether (2×2 ml). The solid was air dried for 2h to obtain 82 mg (73%) of methyl 1-methyl-2-oxo-2,3- dihydro- 1H-1,3-benzodiazole-5-carboxylate (EV-AP4075-001) as a white powder. LCMS (method D): retention time 0.94min, M/z = 207 (M + 1).

According to the analysis of related databases, 66315-16-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PADLOCK THERAPEUTICS, INC.; DEVRAJ, Rajesh; KUMARAVEL, Gnanasambandam; ATTON, Holly; BEAUMONT, Edward; GADOULEAU, Elise; GLEAVE, Laura; KERRY, Philip Stephen; LECCI, Cristina; MENICONI, Mirco; MONCK, Nat; PALFREY, Jordan; PAPADOPOULOS, Kostas; TYE, Heather; WOODS, Philip A.; (158 pag.)WO2017/147102; (2017); A1;,
Ester – Wikipedia,
Ester – 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. 66315-16-0, name is Methyl 3-amino-4-(methylamino)benzoate, This compound has unique chemical properties. The synthetic route is as follows., Formula: C9H12N2O2

Methyl 3-amino-4-(methylamino)benzoate (0.49 g, 2.75 mmol) in DMF (5 ml) was added to a solution of 4-benzyloxybenzoic acid (0.62 g, 2.75 mmol) in DMF (4 ml) at 0 C. Subsequently, HOAt (0.4 g, 3.0 mmol) and WSCI-HCl (0.58 g, 3.0 mmol) were added to the former solution at 0 C and stirred at 20 C for 15 h. The reaction mixture was quenched with sat. NH4Cl and extracted with CH2Cl2. The combined extracts were washed with H2O and brine, dried over MgSO4, and concentrated under reduced pressure. The residue was purified by the silica gel column chromatography to give 2-1 in 58% yield.

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 66315-16-0.

Reference:
Article; Fujimori, Ko; Iguchi, Yusuke; Yamashita, Yukiko; Gohda, Keigo; Teno, Naoki; Molecules; vol. 24; 22; (2019);,
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Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 66315-16-0, name is Methyl 3-amino-4-(methylamino)benzoate, belongs to esters-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 66315-16-0, Application In Synthesis of Methyl 3-amino-4-(methylamino)benzoate

Intermediate 43: 2-Cyclopentylmethyl-l -methyl- 1 H-benzoimidazo le-5 -carboxylic acid 43.1 : 3-(2-Cyclopentyl-acetylamino)-4-methylamino-benzoic acid methyl ester 650 mg (5.07 mmol) cyclopentyl-acetic acid was stirred with 1.80 g (5.61 mmol) TBTU and 2.00 mL (14.4 mmol) TEA in 50 mL DMF at RT. After 30 min, 900 mg (5.00 mmol) 3-amino-4- methylamino-benzoic acid methyl ester was added and the mixture was stirred at RT for 3 h and at 50 C for 12h. The solvent was removed by distillation. The residue was taken up in aqueous potassium carbonate solution and water and extracted with EtOAc. The combined organic extracts were washed with water and saturated brine, dried over sodium sulfate, filtered and concentrated in vacuo. yield: 1.10 g (76 %) ESI-MS: m/z = 291 (M+H)+ Ri(TLC): 0.23 (DCM/MeOH = 19: 1)

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; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; HEIMANN, Annekatrin; DAHMANN, Georg; GRUNDL, Marc; MUELLER, Stephan Georg; WELLENZOHN, Bernd; WO2013/87805; (2013); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 66315-16-0, A common heterocyclic compound, 66315-16-0, name is Methyl 3-amino-4-(methylamino)benzoate, molecular formula is C9H12N2O2, 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.

Intermediate 44: 2-(2,6-Difluoro-phenylamino)-l -methyl- lH-benzoimidazole-5-carboxylic acid 44.1 : 2-(2,6-Difluoro-phenylamin -l-methyl-lH-benzoimidazole-5-carboxylic acid ethyl ester A mixture of 2.00 g (10.3 mmol) 3-amino-4-methylamino-benzoic acid methyl ester and 1.76 g (10.3 mmol) 2,6-difluorophenyl isothiocyanate in 50 mL acetonitrile and 10 mL DMF was stirred at RT for 12 h. 1.80 g (14.3 mmol) Nu,Nu’-diisopropylcarbodiimide was added and the mixture was stirred at 80 C for 5 h. The solvent was removed by distillation. The residue was taken up in EtOAc. The precipitate was filtered off and washed with EtOAc and diethyl ether. The residue was taken up in acetonitrile. The precipitate was filtered off, washed with acetonitrile and diethyl ether and dried. yield: 2.20 g (64 %) ESI-MS: m/z = 332 (M+H)+ Ri(TLC): 0.30 (DCM/MeOH = 19: 1)

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; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; HEIMANN, Annekatrin; DAHMANN, Georg; GRUNDL, Marc; MUELLER, Stephan Georg; WELLENZOHN, Bernd; WO2013/87805; (2013); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 66315-16-0, The chemical industry reduces the impact on the environment during synthesis 66315-16-0, name is Methyl 3-amino-4-(methylamino)benzoate, I believe this compound will play a more active role in future production and life.

1-Methyl-2-(6-trifluoromethoxy-benzothiazol-2-ylamino)-1H-benzoimidazole-5-carboxylic acid methyl ester may be prepared from 3-amino-4-methylamino-benzoic acid methyl ester, 2-amino-6-(trifluoromethoxy)benzothiazole, 1,1?-thiocarbonyl-diimidazole, and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (EDC). 1,1?-Thiocarbonylimidazole may be added to a solution of 2-amino-6-(trifluoromethoxy)benzothiazole in DMF, and the reaction mixture stirred at 90-100 C. for a day. To this reaction mixture at room temperature is added EDC and stirred at 60 C. for 5 min. To this reaction mixture at room temperature is added 3-amino-4-methylamino-benzoic acid methyl ester and stirred at 90 C. The reaction mixture may then be cooled to room temperature, poured into ice-cold water and the solid collected by filtration. The crude product thus obtained may be purified by trituration with dichloromethan-methanol (9:1). LC/MS: m/z 423.8 (M+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, Methyl 3-amino-4-(methylamino)benzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; vTv Therapeutics LLC; Kassis, Jareer Nabeel; Attucks, Otis Clinton; Kostura, Matthew J.; (41 pag.)US2017/56413; (2017); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

These common heterocyclic compound, 66315-16-0, name is Methyl 3-amino-4-(methylamino)benzoate, 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. category: esters-buliding-blocks

DCC (12.3 g, 59.7 MMOL) was added to an ice-water cooled solution of N-BOC 8-alanine (10.0 g, 52.8 MMOL) and methyl 3-amino-4-methylaminobenzoate (8.27 g, 45.9 MMOL) in CH2CI2 (400 mL). The reaction mixture was stirred 1 h at 0C and overnight at room temperature, then the insoluble urea was removed by filtration. After concentration, the residue was dissolved in ethyl acetate and washed with 5% NAHCO3, followed with saturated NaCl. The organic solution was dried over NA2SO4, concentrated, and purified by chromatography over silica gel eluted with 1: 2 hexane-EtOAc to afford 15.02 g (93%) of desired product as a white SOLID. 1H NMR (300 MHz, D6-DMSO) o 9.06 (s, 1H), 7.70 (d, J=1.8 Hz, 1 H), 7.66 (dd, J=8.4 Hz, J=1.8 Hz, 1 H), 6.87 (s, 1 H), 6.59 (d, J=8.4 Hz, 1 H), 5.89 (d, J=4.8 Hz, 1 H), 3.74 (s, 3H), 3.23 (q, J=6.9 Hz, 2H), 2.76 (d, J=4.8 Hz, 3H), 2.46 (t, J=6.9 Hz, 2H), 1.38 (s, 9H). Anal. Calc’d. FORC17H25N305 : C, 58.11 ; H, 7.17 ; N, 11.96. Found: C, 58.28 ; H, 7.09 ; N, 11.92.

The synthetic route of Methyl 3-amino-4-(methylamino)benzoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PHARMACIA CORPORATION; WO2004/99131; (2004); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics