Methyl 3-amino-4-(methylamino)benzoate

Base Information

• Chemical Name: Methyl 3-amino-4-(methylamino)benzoate
• CAS No.: 66315-16-0
• Molecular Formula: C9H12N2O2
• Molecular Weight: 180.206
• Hs Code.: 2922499990
• European Community (EC) Number: 823-381-2
• DSSTox Substance ID: DTXSID40575126
• Nikkaji Number: J1.802.839E
• Wikidata: Q82464369
• Mol file: 66315-16-0.mol

Synonyms:methyl 3-amino-4-(methylamino)benzoate;66315-16-0;methyl 3-amino-4-(methylamino)benzenecarboxylate;Benzoic acid, 3-amino-4-(methylamino)-, methyl ester;MFCD12922710;3-amino-4-methylaminobenzoic acid methyl ester;methyl 3-amino-4-methylaminobenzoate;Methyl3-amino-4-(methylamino)benzoate;3-amino-4-methylamino-benzoic acid methyl ester;SCHEMBL542066;DTXSID40575126;UOQRESVEXATCGD-UHFFFAOYSA-N;methyl 4-methylamino-3-aminobenzoate;AKOS005073373;KD-0729;SY107206;CS-0029666;EN300-74827;A867490;J-522132;Z802832548;methyl 3-amino-4-(methylamino)benzenecarboxylate, AldrichCPR

Chemical Property of Methyl 3-amino-4-(methylamino)benzoate

Chemical Property:

• Melting Point: 103-105 °C
• Boiling Point: 346.492 °C at 760 mmHg
• PKA: 5.40±0.11(Predicted)
• Flash Point: 163.353 °C
• PSA: 64.35000
• Density: 1.209 g/cm³
• LogP: 1.75130
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 180.089877630
• Heavy Atom Count: 13
• Complexity: 185

Purity/Quality:

98%min ^*data from raw suppliers

Methyl3-amino-4-(methylamino)benzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 43
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CNC1=C(C=C(C=C1)C(=O)OC)N

Technology Process of Methyl 3-amino-4-(methylamino)benzoate

There total 7 articles about Methyl 3-amino-4-(methylamino)benzoate 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: 100.0%

4-methylamino-3-nitro-benzoic acid methyl ester (36242-50-9) → methyl 3-amino-4-(methylamino)benzoate (66315-16-0)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In methanol; ethyl acetate; for 4h;

Reference yield:

3,4-dinitrobenzoic acid methyl ester (22907-68-2) → methyl 3-amino-4-(methylamino)benzoate (66315-16-0)

Guidance literature:

With methylamine; palladium-carbon; In methanol;

Reference yield:

4-fluoro-3-nitro-benzoic acid methyl ester (329-59-9) → methyl 3-amino-4-(methylamino)benzoate (66315-16-0)

Guidance literature:

Multi-step reaction with 2 steps

1: K₂CO₃ / CH₂Cl₂; H₂O / 14 h / 20 °C

2: H₂ / Pd/C / 5 h / 20 °C

With hydrogen; potassium carbonate; palladium on activated charcoal; In dichloromethane; water;

DOI:10.1016/S0040-4039(02)01754-9

upstream raw materials:

4-methylamino-3-nitro-benzoic acid methyl ester

methyl 3-nitro-4-chlorobenzoate

4-chloro-3-nitrobenzoate

4-fluoro-3-nitro-benzoic acid methyl ester

Downstream raw materials:

3-(2-cyclopentyl-acetylamino)-4-methylamino-benzoic acid methyl ester

2-cyclopentylmethyl-1-methyl-1H-benzoimidazole-5-carboxylic acid methyl ester

1-methyl-1H-benzo[d][1,2,3]triazole-5-carboxylic acid

ethyl 1-methyl-1H-benzo[d][1,2,3]triazole-5-carboxylate

Refernces

• 1、 -. "STING AGONISTS AND USES THEREOF". Paragraph 00718. . Retrieved 2020/07/14.
• 2、 -. "COVALENT INHIBITORS OF PAD4". Paragraph 00129; 00130; 00131. . Retrieved 2018/02/28.