2-Amino-5-chlorothiophenol

Base Information

• Chemical Name: 2-Amino-5-chlorothiophenol
• CAS No.: 23474-98-8
• Molecular Formula: C6H6ClNS
• Molecular Weight: 159.639
• Hs Code.: 2934999090
• European Community (EC) Number: 636-606-2
• DSSTox Substance ID: DTXSID30372106
• Nikkaji Number: J1.021.696F
• Wikidata: Q82159697
• Mol file: 23474-98-8.mol

Synonyms:2-AMINO-5-CHLOROTHIOPHENOL;23474-98-8;2-amino-5-chlorobenzenethiol;Benzenethiol, 2-amino-5-chloro-;2-amino-5-chloro-benzenethiol;2-amino-5-chlorobenzene-1-thiol;Benzenethiol,2-amino-5-chloro-;p-chloro-o-mercaptoaniline;5-Chloro-2-aminobenzenethiol;SCHEMBL1129162;DTXSID30372106;TYRZAGMAVZESQX-UHFFFAOYSA-N;MFCD03094703;AKOS000298992;AB13353;CS-0096240;FT-0659447;EN300-99591;A816739

Chemical Property of 2-Amino-5-chlorothiophenol

Chemical Property:

• Melting Point: 110 °C
• Boiling Point: 278 °C at 760 mmHg
• PKA: 7.77±0.10(Predicted)
• Flash Point: 121.9 °C
• PSA: 64.82000
• Density: 1.372 g/cm³
• LogP: 2.79210
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 158.9909481
• Heavy Atom Count: 9
• Complexity: 99.1

Purity/Quality:

99% ^*data from raw suppliers

2-?Amino-?5-?chlorobenzenethiol(wettedwithwater~50%w/w) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1Cl)S)N
• Uses: 2-?Amino-?5-?chlorobenzenethiol is a reagent used in the preparation of indane-based 1,5-benzothiazapines containing antimicrobial activity.

Technology Process of 2-Amino-5-chlorothiophenol

There total 19 articles about 2-Amino-5-chlorothiophenol 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: 90.0%

6-chloro-2-aminobenzothiazole (95-24-9) → 2-amino-5-chlorobenzenethiol (23474-98-8)

Guidance literature:

With sodium hydroxide; Heating;

DOI:10.1021/jm00106a032

Reference yield: 60.0%

4-chloro-aniline (106-47-8) → 2-amino-5-chlorobenzenethiol (23474-98-8)

Guidance literature:

With disulfur dichloride;

DOI:10.1021/jm00372a020

Reference yield:

6-chloro-2-aminobenzothiazole (95-24-9) → 2-amino-5-chlorobenzenethiol (23474-98-8) + 2-[(2-amino-5-chlorophenyl)dithio]-4-chlorophenylamine (31183-89-8)

Guidance literature:

6-chloro-2-aminobenzothiazole; With water; sodium hydroxide; for 18h; Reflux;

With acetic acid; In water; pH=6.5 - 7;

upstream raw materials:

4-chloro-aniline

6-Chloro-1,2,3-benzodithiazol-1-ium chloride

6-chloro-1,3-benzothiazole

6-chloro-2-aminobenzothiazole

Downstream raw materials:

(2-amino-5-chloro-phenylsulfanyl)-acetic acid

(6-Chloro-benzothiazol-2-yl)-(5-ethyl-4,6-dimethyl-pyrimidin-2-yl)-amine

(6-Chloro-benzothiazol-2-yl)-(4,6-dimethyl-pyrimidin-2-yl)-amine

2-acetyl-7-chloro-3-methyl-4H-1,4-benzothiazine

Refernces

• 1、 An, Baijiao,Chan, Albert S. C.,Fan, Yangyang,Li, Wei,Li, Xingshu,Wu, Feng,Yao, Han,Zhang, Niuniu. "Synthesis and evaluation of novel 2,4-diaminopyrimidines bearing a sulfoxide moiety as anaplastic lymphoma kinase (ALK) inhibition agents". supporting information. . Retrieved 2021/07/19.
• 2、 Mor, Satbir,Sindhu, Suchita. "Convenient and efficient synthesis of novel 11: H -benzo[5,6][1,4]thiazino[3,4- a] isoindol-11-ones derived from 2-bromo-(2/3-substitutedphenyl)-1 H -indene-1,3(2 H)-diones". . p. 12784 - 12792. Retrieved 2019/05/10.