Methyl 3-amino-4-bromobenzoate

Base Information

• Chemical Name: Methyl 3-amino-4-bromobenzoate
• CAS No.: 46064-79-3
• Molecular Formula: C8H8BrNO2
• Molecular Weight: 230.061
• Hs Code.: 2922499990
• European Community (EC) Number: 674-909-1
• DSSTox Substance ID: DTXSID40398019
• Wikidata: Q72486734
• Mol file: 46064-79-3.mol

Synonyms:methyl 3-amino-4-bromobenzoate;46064-79-3;MFCD00553090;3-amino-4-bromo-benzoic acid methyl ester;benzoic acid, 3-amino-4-bromo-, methyl ester;3-Amino-4-bromobenzoic acid methylester;3-Amino-4-bromobenzoic acid methyl ester;methyl-3-amino-4-bromobenzoate;SCHEMBL3926294;methyl-3-amino-4-bromo benzoate;DTXSID40398019;GPMSTDWXXKAKCT-UHFFFAOYSA-N;BCP27509;BBL035891;CL8545;STL495502;AKOS005255384;AC-4795;CS-W004909;SY013823;TS-03273;4-Bromo-3-amino-benzoic acid methyl ester;A7209;AM20050404;FT-0651167;EN300-1231845;J-522666

Chemical Property of Methyl 3-amino-4-bromobenzoate

Chemical Property:

• Vapor Pressure: 0.000108mmHg at 25°C
• Melting Point: 118-120 °C
• Refractive Index: 1.601
• Boiling Point: 337 °C at 760 mmHg
• PKA: 1.39±0.10(Predicted)
• Flash Point: 157.6 °C
• PSA: 52.32000
• Density: 1.578 g/cm³
• LogP: 2.39910
• Storage Temp.: Room temperature.
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 228.97384
• Heavy Atom Count: 12
• Complexity: 174

Purity/Quality:

98%,99%, ^*data from raw suppliers

Methyl3-amino-4-bromobenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC(=C(C=C1)Br)N

Technology Process of Methyl 3-amino-4-bromobenzoate

There total 7 articles about Methyl 3-amino-4-bromobenzoate 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: 86.0%

methyl 4-bromo-3-nitrobenzoate (2363-16-8) → 2-bromo-5-methoxycarbonylaniline (46064-79-3)

Guidance literature:

With hydrogenchloride; iron; In methanol; water; at 80 ℃; for 1h;

DOI:10.1021/acsmedchemlett.7b00256

Reference yield: 84.0%

methanol (67-56-1) + 3-amino-4-bromobenzoic acid (2840-29-1) → 2-bromo-5-methoxycarbonylaniline (46064-79-3)

Guidance literature:

With sulfuric acid; for 8h; Reflux;

DOI:10.1002/ejoc.202000599

Reference yield: 75.0%

3-amino-4-bromobenzoic acid (2840-29-1) + methyl iodide (74-88-4) → 2-bromo-5-methoxycarbonylaniline (46064-79-3)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 70 ℃; for 2h;

upstream raw materials:

Methyl 3-aminobenzoate

4-bromo-3-nitrobenzoic acid

methyl 4-bromo-3-nitrobenzoate

methanol

Downstream raw materials:

indole-6-carboxylic acid methyl ester

methyl 3-acetyl-1H-indole-5-carboxylate

methyl 2-benzyl-9-bromo-5-oxo-1,2,3,4,5,10-hexahydrobenzo[b][1,7]naphthyridine-6-carboxylate

benzyl (2-methyl-1-oxo-1-(3-oxo-10,11-dihydro-2H-phthalazino[8,1-bc][1,7]naphthyridin-9(3H,7H,8H)-yl)propan-2-yl)carbamate

Refernces

• 1、 Hylland, Knut Tormodss?nn,?ien-?degaard, Sigurd,Tilset, Mats. "The Suzuki–Miyaura Cross-Coupling as the Key Step in the Synthesis of 2-Aminobiphenyls and 2,2'-Diaminobiphenyls: Application in the Synthesis of Schiff Base Complexes of Zn". supporting information. p. 4208 - 4226. Retrieved 2020/07/06.
• 2、 -. "FUSED TETRA OR PENTA-CYCLIC PYRIDOPHTHALAZINONES AS PARP INHIBITORS". Paragraph 0202; 0203; 0204. . Retrieved 2017/12/01.