Benzoic acid, 2-amino-6-hydroxy-

Base Information

• Chemical Name: Benzoic acid, 2-amino-6-hydroxy-
• CAS No.: 567-62-4
• Molecular Formula: C7H7NO3
• Molecular Weight: 153.137
• Hs Code.: 2922509090
• Mol file: 567-62-4.mol

Synonyms:Benzoic acid, 2-amino-6-hydroxy-

Chemical Property of Benzoic acid, 2-amino-6-hydroxy-

Chemical Property:

• Melting Point: 148℃
• Boiling Point: 352.2±32.0 °C(Predicted)
• PKA: 3.30±0.25(Predicted)
• PSA: 83.55000
• Density: 1.491
• LogP: 1.25380
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)

Purity/Quality:

98%Min ^*data from raw suppliers

2-amino-6-hydroxybenzoicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzoic acid, 2-amino-6-hydroxy-

There total 13 articles about Benzoic acid, 2-amino-6-hydroxy- 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: 75.0%

6-methoxyanthranilic acid (53600-33-2) → 2-amino-5-hydroxybenzoic acid (567-62-4)

Guidance literature:

With boron tribromide; In dichloromethane; at -78 - 20 ℃; for 18h; Inert atmosphere;

DOI:10.1016/j.ejmech.2014.02.014

Reference yield:

tert-butyl 3-methoxyphenylcarbamate (60144-52-7) → 2-amino-5-hydroxybenzoic acid (567-62-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 1) t-BuLi / 1) THF, 2) r.t., 6 h

2: conc. HCl / tetrahydrofuran

3: LiSMe / dimethylformamide / 24 h / 95 °C

With hydrogenchloride; tert.-butyl lithium; lithium methanethiolate; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/jo00023a036

Reference yield:

m-Anisidine (536-90-3,918666-97-4) → 2-amino-5-hydroxybenzoic acid (567-62-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 94 percent / tetrahydrofuran / 48 h / 50 °C

2: 1) t-BuLi / 1) THF, 2) r.t., 6 h

3: conc. HCl / tetrahydrofuran

4: LiSMe / dimethylformamide / 24 h / 95 °C

With hydrogenchloride; tert.-butyl lithium; lithium methanethiolate; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/jo00023a036

upstream raw materials:

2-hydroxy-6-nitrobenzoic acid

6-methoxyanthranilic acid

tert-butyl 3-methoxyphenylcarbamate

m-Anisidine

Downstream raw materials:

6-amino-3-(α-amino-isopropyl)-2-hydroxy-benzoic acid

6-amino-3-(1-amino-1-methyl-heptyl)-2-hydroxy-benzoic acid

2-([1,1'-biphenyl]-4-ylcarboxamido)-6-hydroxybenzoic acid

2-([1,1'-biphenyl]-4-yl)-5-hydroxy-4H-benzo[d] [1,3]oxazin-4-one

Refernces

• 1、 Gould,Eisenberg. "Biosynthesis of sarubicin A. Synthesis and incorporation of 6-hydroxy[13Co15NH2]anthranilamide". . p. 6666 - 6671. Retrieved 2007/10/02.