Methyl 4-(butyrylamino)-3-methyl-5-nitrobenzoate

Base Information

• Chemical Name: Methyl 4-(butyrylamino)-3-methyl-5-nitrobenzoate
• CAS No.: 152628-01-8
• Molecular Formula: C13H16N2O5
• Molecular Weight: 280.28
• Hs Code.: 2924299090
• European Community (EC) Number: 604-865-0
• UNII: G8JE88MQU7
• DSSTox Substance ID: DTXSID00430843
• Nikkaji Number: J1.645.324B
• Wikidata: Q72489053
• Mol file: 152628-01-8.mol

Synonyms:152628-01-8;Methyl 4-(butyrylamino)-3-methyl-5-nitrobenzoate;4-Butyrylamino-3-methyl-5-nitro benzoic acid methyl ester;methyl 4-(butanoylamino)-3-methyl-5-nitrobenzoate;Benzoic acid, 3-methyl-5-nitro-4-[(1-oxobutyl)amino]-, methyl ester;4-butyrylamino-3-methyl-5-nitrobenzoic acid methyl ester;methyl 4-butyrylamino-3-methyl-5-nitrobenzoate;4-Butyrylamino-3-methyl-5-nitrobenzoic acid methyl ester;Methyl 4-Butyrylamino-3-methyl-5-nitrobenzoate;Telmisartan Impurity 5;methyl 4-butyramido-3-methyl-5-nitrobenzoate;G8JE88MQU7;SCHEMBL159718;(S)-(+)-2-MethylglutaricAcid;3-methyl-4-butyrylamido-5-nitro benzoic acid methyl ester;DTXSID00430843;IGCBUUTXGYCQAI-UHFFFAOYSA-N;BCP22448;MFCD08062447;AKOS015889748;AC-6378;AM90295;AS-18123;FT-0658279;EN300-312373;Methyl-4-(butyrylamino)-3-methyl-5-nitrobenzote;Methyl4-(butyrylamino)-3-methyl-5-nitrobenzoate;4-Butyrylamino-5-nitro-m-toluic acid methyl ester;METHYL 4-BUTANAMIDO-3-METHYL-5-NITROBENZOATE

Chemical Property of Methyl 4-(butyrylamino)-3-methyl-5-nitrobenzoate

Chemical Property:

• Appearance/Colour: An off-white to Cream-colored powder
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.572
• Boiling Point: 468.052 °C at 760 mmHg
• PKA: 13.27±0.70(Predicted)
• Flash Point: 236.87 °C
• PSA: 101.22000
• Density: 1.265 g/cm³
• LogP: 3.02460
• Storage Temp.: 2-8°C
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 280.10592162
• Heavy Atom Count: 20
• Complexity: 379

Purity/Quality:

99% ^*data from raw suppliers

4-Butyrylamino-3-methyl-5-nitrobenzoicAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC(=O)NC1=C(C=C(C=C1C)C(=O)OC)[N+](=O)[O-]

Technology Process of Methyl 4-(butyrylamino)-3-methyl-5-nitrobenzoate

There total 5 articles about Methyl 4-(butyrylamino)-3-methyl-5-nitrobenzoate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 91.0%

methyl 4-(n-butyrylamino)-3-methylbenzoate (301533-59-5) → 4-butyrylamino-3-methyl-5-nitro-benzoic acid methyl ester (152628-01-8)

Guidance literature:

With sulfuric acid; nitric acid; In water; at -10 - 10 ℃; for 4 - 8h;

Reference yield: 89.0%

methyl 4-(n-butyrylamino)-3-methylbenzoate (301533-59-5) → 4-butyrylamino-3-methyl-2-nitrobenzoic acid methyl ester + 4-butyrylamino-3-methyl-6-nitrobenzoic acid methyl ester + 4-butyrylamino-3-methyl-5-nitro-benzoic acid methyl ester (152628-01-8)

Guidance literature:

methyl 4-(n-butyrylamino)-3-methylbenzoate; With sulfuric acid; at 20 ℃;

With sulfuric acid; nitric acid; at -10 - 0 ℃; for 2h;

Reference yield:

methyl 4-amino-3-methylbenzoate (18595-14-7) → 4-butyrylamino-3-methyl-5-nitro-benzoic acid methyl ester (152628-01-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 79.6 percent / triethylamine / CH₂Cl₂ / 1 h / 20 °C

2: 75.6 percent / nitric acid / 1.5 h / -20 - -15 °C

With nitric acid; triethylamine; In dichloromethane;

DOI:10.1002/jhet.5570400623

upstream raw materials:

methyl 4-(n-butyrylamino)-3-methylbenzoate

3-methyl-4-nitrobenzoic acid

methyl 4-amino-3-methylbenzoate

methyl 3-methyl-4-nitrobenzoate

Downstream raw materials:

4'-((N,7-dimethyl-N-(2-aminophenyl)-2-propyl-3H-benzo[d]imidazole-5-carboxamide-3-yI)-methyl)-biphenyl-2-nitrile

7-methyl-N-(2-methylamino)-phenyl-2-propyl-3-(2'-cyano-4-ylmethylbiphenyl)-3H-benzimidazole-5-carboxamide

2-cyano-4'-[2-n-propyl-4-methyl-6-methylcarboxylate-benzimidazole-1-ylmethyl]biphenyl

2-cyano-4'-[2-n-propyl-4-methyl-6-carboxylate-benzimidazole-1-ylmethyl]biphenyl

Refernces

• 1、 -. "Continuous flow method for synthesizing 3 - methyl -4 -butyryl -5 - nitrobenzoate and reaction device thereof (by machine translation)". Paragraph 0043-0090. . Retrieved 2020/11/26.
• 2、 Zhu, Weibo,Bao, Xiaolu,Ren, He,Da, Yajing,Wu, Dan,Li, Fuming,Yan, Yijia,Wang, Li,Chen, Zhilong. "N-Phenyl indole derivatives as AT1 antagonists with anti-hypertension activities: Design, synthesis and biological evaluation". . p. 161 - 178. Retrieved 2016/04/05.