4-Amino-3-mercaptobenzoic acid hydrochloride

Base Information

• Chemical Name: 4-Amino-3-mercaptobenzoic acid hydrochloride
• CAS No.: 1571-66-0
• Molecular Formula: C7H7NO2S.ClH
• Molecular Weight: 205.665
• DSSTox Substance ID: DTXSID20697193
• Mol file: 1571-66-0.mol

Synonyms:4-AMINO-3-MERCAPTOBENZOIC ACID HYDROCHLORIDE;1571-66-0;4-amino-3-sulfanylbenzoic acid hydrochloride;SCHEMBL8693394;DTXSID20697193;SB78014;3-mercapto-4-aminobenzoic acid hydrochloride;4-amino-3-sulfanylbenzoic acid;hydrochloride;CS-0345312;4-azanyl-3-sulfanyl-benzoic acid hydrochloride;EN300-111834;4-AMINO-3-MERCAPTOBENZOICACIDHYDROCHLORIDE;A809814;4-Amino-3-sulfanylbenzoic acid--hydrogen chloride (1/1)

Chemical Property of 4-Amino-3-mercaptobenzoic acid hydrochloride

Chemical Property:

• Melting Point: 288.5-290.0 °C
• PSA: 102.12000
• LogP: 2.63890
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 204.9964274
• Heavy Atom Count: 12
• Complexity: 163

Purity/Quality:

99% ^*data from raw suppliers

4-amino-3-sulfanylbenzoicacidhydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1C(=O)O)S)N.Cl

Technology Process of 4-Amino-3-mercaptobenzoic acid hydrochloride

There total 2 articles about 4-Amino-3-mercaptobenzoic acid hydrochloride 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: 92.0%

2-aminobenzothiazole-6-carboxylic acid hydrochloride (18330-76-2) → 4-amino-3-mercaptobenzoic acid hydrochloride (1571-66-0)

Guidance literature:

2-aminobenzothiazole-6-carboxylic acid hydrochloride; With potassium hydroxide; In water; for 4h; Darkness; Reflux; Inert atmosphere;

With hydrogenchloride; In water; at 5 - 20 ℃; Inert atmosphere; Darkness;

DOI:10.1021/jm8013376

Reference yield:

2-aminobenzothiazole-6-carboxylic acid (93-85-6) → 4-amino-3-mercaptobenzoic acid hydrochloride (1571-66-0)

Guidance literature:

2-aminobenzothiazole-6-carboxylic acid; With potassium hydroxide; In water; at 20 - 105 ℃; for 4h; Inert atmosphere; Darkness; Reflux;

With hydrogenchloride; In water; at 0 ℃; for 0.25h; pH=Ca. 3; Inert atmosphere;

DOI:10.1021/jacs.9b08831

Reference yield: 83.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + 4-amino-3-mercaptobenzoic acid hydrochloride (1571-66-0) → methyl 4-amino-3-(methylsulfanyl)benzoate (634602-34-9)

Guidance literature:

In methanol; diethyl ether; at 20 ℃;

DOI:10.1080/00304940309355864

upstream raw materials:

2-aminobenzothiazole-6-carboxylic acid hydrochloride

2-aminobenzothiazole-6-carboxylic acid

Downstream raw materials:

2-methyl-1,3-benzothiazole-6-carboxylic acid

4-Amino-3-(2-chloro-ethylsulfanyl)-benzoic acid

methyl 4-amino-3-(methylsulfanyl)benzoate

dimethyl 3,3'-disulfanediylbis(4-aminobenzoate)

Refernces

• 1、 Motiwala, Hashim F.,Kuo, Yu-Hsuan,Stinger, Brittany L.,Palfey, Bruce A.,Martin, Brent R.. "Tunable Heteroaromatic Sulfones Enhance in-Cell Cysteine Profiling". supporting information. p. 1801 - 1810. Retrieved 2020/02/04.