Methyl 4-amino-3-bromo-5-nitrobenzenecarboxylate

Base Information

• Chemical Name: Methyl 4-amino-3-bromo-5-nitrobenzenecarboxylate
• CAS No.: 105655-17-2
• Molecular Formula: C8H7BrN2O4
• Molecular Weight: 275.059
• Hs Code.: 2922499990
• Mol file: 105655-17-2.mol

Synonyms:methylaminobromonitrobenzenecarboxylate;Benzoic acid,4-amino-3-bromo-5-nitro-,methyl ester;

Chemical Property of Methyl 4-amino-3-bromo-5-nitrobenzenecarboxylate

Chemical Property:

• Melting Point: 107-109℃
• Boiling Point: 408.5±40.0 °C(Predicted)
• PKA: -4.79±0.25(Predicted)
• PSA: 98.14000
• Density: 1.744±0.06 g/cm3(Predicted)
• LogP: 2.83050

Purity/Quality:

98%min ^*data from raw suppliers

Methyl4-Amino-3-bromo-5-nitrobenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Methyl 4-amino-3-bromo-5-nitrobenzenecarboxylate

There total 3 articles about Methyl 4-amino-3-bromo-5-nitrobenzenecarboxylate 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%

methyl 4-amino-3-nitrobenzoate (3987-92-6) → methyl 4-amino-3-bromo-5-nitrobenzoate (105655-17-2)

Guidance literature:

With bromine; In dichloromethane; Heating;

DOI:10.1055/s-2005-921917

Reference yield:

3-bromo-4-amino-5-nitro-benzoic acid (556651-33-3) + diazomethyl-trimethyl-silane (18107-18-1) → methyl 4-amino-3-bromo-5-nitrobenzoate (105655-17-2)

Guidance literature:

In methanol; dichloromethane; at 0 - 25 ℃;

Reference yield:

4-amino-3-nitrobenzoic acid (1588-83-6) → methyl 4-amino-3-bromo-5-nitrobenzoate (105655-17-2)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂ / 16 h / Heating

2: Br₂ / CH₂Cl₂ / 3 h / Heating

With thionyl chloride; bromine; In dichloromethane;

DOI:10.1055/s-2006-950223

upstream raw materials:

methyl 4-amino-3-nitrobenzoate

4-amino-3-nitrobenzoic acid

3-bromo-4-amino-5-nitro-benzoic acid

diazomethyl-trimethyl-silane

Downstream raw materials:

methyl 3-bromo-5-nitro-4-[(trifluoroacetyl)amino]benzoate

methyl 3,4-diamino-5-bromobenzoate

methyl 3-bromo-4-[(E/Z)-but-2-enyl(trifluoroacetyl)amino]-5-nitrobenzoate

methyl 3-bromo-4-[(E/Z)-but-2-enylamino]-5-nitrobenzoate

Refernces

• 1、 -. "STING PYRAZOLE AGONISTS AND USES THEREOF". Paragraph 00353. . Retrieved 2020/07/14.
• 2、 Charrier, Nicolas,Demont, Emmanuel,Dunsdon, Rachel,Maile, Graham,Naylor, Alan,O'Brien, Alistair,Redshaw, Sally,Theobald, Pam,Vesey, David,Walter, Daryl. "Synthesis of indoles: Efficient functionalisation of the 7-position". . p. 3467 - 3477. Retrieved 2008/02/10.