methyl 6-amino-2-bromo-3-methylbenzoate

Base Information

• Chemical Name: methyl 6-amino-2-bromo-3-methylbenzoate
• CAS No.: 147149-88-0
• Molecular Formula: C₉H₁₀BrNO₂
• Molecular Weight: 244.088
• Mol file: 147149-88-0.mol

Synonyms:methyl 2-amino-6-bromo-5-methylbenzoate

Chemical Property of methyl 6-amino-2-bromo-3-methylbenzoate

Chemical Property:

• Vapor Pressure: 0.000386mmHg at 25°C

Purity/Quality:

95% ^*data from raw suppliers

METHYL-6-AMINO-2-BROMO-3-METHYLBENZOATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 6-amino-2-bromo-3-methylbenzoate

There total 6 articles about methyl 6-amino-2-bromo-3-methylbenzoate 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: 84.2%

sodium methylate (124-41-4) + 4-bromo-5-methyl-1H-indole-2,3-dione (147149-84-6) → methyl 2-amino-6-bromo-5-methylbenzoate (147149-88-0)

Guidance literature:

With dipotassium peroxodisulfate; In methanol; at 20 ℃; for 1h; Cooling with ice; Large scale reaction;

DOI:10.1021/op9002517

Reference yield:

3-bromo-4-methylaniline (7745-91-7) → methyl 2-amino-6-bromo-5-methylbenzoate (147149-88-0)

Guidance literature:

Multi-step reaction with 5 steps

1: 76 percent / sodium sulfate, conc. HCl, hydroxylamine hydrochloride / H₂O / 1 h / 100 °C

2: 50.7 percent / conc. H₂SO₄ / 1 h / 80 °C

3: 98 percent / 3 N aq. NaOH, 30percent H₂O₂ / 1 h / 80 °C

4: tetrahydrofuran / 12 h

5: Heating

With hydrogenchloride; sodium hydroxide; sulfuric acid; hydroxylamine hydrochloride; dihydrogen peroxide; sodium sulfate; In tetrahydrofuran; water;

DOI:10.1021/jm00058a010

Reference yield:

4-bromo-5-methyl-1H-indole-2,3-dione (147149-84-6) → methyl 2-amino-6-bromo-5-methylbenzoate (147149-88-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 98 percent / 3 N aq. NaOH, 30percent H₂O₂ / 1 h / 80 °C

2: tetrahydrofuran / 12 h

3: Heating

With sodium hydroxide; dihydrogen peroxide; In tetrahydrofuran;

DOI:10.1021/jm00058a010

upstream raw materials:

methanol

5-bromo-6-methyl-1H-benzo<1,3>oxazine-2,4-dione

3-bromo-4-methylaniline

4-bromo-5-methyl-1H-indole-2,3-dione

Downstream raw materials:

4-(2-Amino-6-methyl-4-oxo-3,4-dihydro-quinazolin-5-ylsulfanyl)-benzoic acid

4-((2-amino-6-methyl-4-oxo-3,4-dihydroquinazolin-5-yl)sulfanyl)benzoic acid methyl ester

Diethyl N-<4-<(2-amino-6-methyl-4-oxo-3,4-dihydroquinazolin-5-yl)sulfanyl>benzoyl>-L-glutamate

Refernces

• 1、 Webber,Bleckman,Attard,Deal,Kathardekar,Welsh,Webber,Janson,Matthews,Smith,Freer,Jordan,Bacquet,Howland,Booth,Ward,Hermann,White,Morse,et al.. "Design of thymidylate synthase inhibitors using protein crystal structures: The synthesis and biological evaluation of a novel class of 5- substituted quinazolinones". . p. 733 - 746. Retrieved 2007/10/02.