6-Amino-2-mercaptobenzothiazole

Base Information

• Chemical Name: 6-Amino-2-mercaptobenzothiazole
• CAS No.: 7442-07-1
• Molecular Formula: C7H6 N2 S2
• Molecular Weight: 182.27
• Hs Code.: 2934999090
• European Community (EC) Number: 231-184-2
• NSC Number: 45347,7916
• DSSTox Substance ID: DTXSID0064703
• Nikkaji Number: J41.947H
• ChEMBL ID: CHEMBL1718794
• Mol file: 7442-07-1.mol

Synonyms:6-amino-2-mercaptobenzothiazole

Chemical Property of 6-Amino-2-mercaptobenzothiazole

Chemical Property:

• Vapor Pressure: 1.32E-06mmHg at 25°C
• Melting Point: 267-272 °C(lit.)
• Refractive Index: 1.5500 (estimate)
• Boiling Point: 267-272°C
• PKA: 9.60±0.20(Predicted)
• Flash Point: 195.7°C
• PSA: 105.95000
• Density: 1.54g/cm³
• LogP: 2.74840
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 181.99724055
• Heavy Atom Count: 11
• Complexity: 183

Purity/Quality:

98%,99%, ^*data from raw suppliers

6-Amino-3H-1,3-benzothiazole-2-thione ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC2=C(C=C1N)SC(=S)N2

Technology Process of 6-Amino-2-mercaptobenzothiazole

There total 15 articles about 6-Amino-2-mercaptobenzothiazole 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: 85.0%

2-mercapto-6-nitrobenzothiazole (4845-58-3) → 6-amino-2-mercaptobenzothiazole (7442-07-1)

Guidance literature:

With hydrogenchloride; tin(ll) chloride; In water; at 50 ℃;

DOI:10.1021/acs.jmedchem.9b01786

Reference yield: 74.0%

6-nitrobenzo[d]thiazole-2(3H)-thione (4845-58-3) → 6-aminobenzo[d]thiazole-2(3H)-thione (7442-07-1)

Guidance literature:

With hydrogenchloride; iron; In ethanol; water; at 40 ℃; for 0.75h;

DOI:10.1002/cmdc.201300114

Reference yield: 70.0%

2-fluoro-para-phenylenediamine (14791-78-7) + potassium isopropylxanthate (140-92-1) → 6-amino-2-mercaptobenzothiazole (7442-07-1)

Guidance literature:

In N,N-dimethyl acetamide; at 150 ℃; for 0.0833333h; Microwave irradiation;

DOI:10.1080/00397911.2020.1761984

upstream raw materials:

carbon disulfide

2,5-diaminothiophenol

p-phenylenediamine hydrochloride

2-chloro-6-nitrobenzothiazole

Downstream raw materials:

2-mercapto-6-isothiocyanobenzothiazole

2-[(6-amino-2-benzothiazolyl)thio]-N-[1-[(3,4-dichlorophenyl)methyl]-4-piperidinyl]acetamide

N-cyano-N'-(2-mercapto-benzothiazol-6-yl)carbamimidic acid phenyl ester

2-(2-nitro-1-phenyl-1-ethenylsulfanyl)-1,3-benzothiazol-6-amine

Refernces

• 1、 Tung, Truong Thanh,Huy, Luong Xuan. "Metal-free synthesis of 2-mercaptobenzothiazoles and 6-(4-substituted-1H-1,2,3-triazol-1-yl)-2-mercaptobenzothiazoles via microwave-assisted synthesis pathway". . p. 2007 - 2014. Retrieved 2020/05/29.
• 2、 Samanta, Sanjay,Lim, Ting Liang,Lam, Yulin. "Synthesis and invitro Evaluation of West Nile Virus Protease Inhibitors Based on the 2-{6-[2-(5-Phenyl-4H-{1,2,4]triazol-3-ylsulfanyl)acetylamino]benzothiazol-2-ylsulfanyl}acetamide Scaffold". . p. 994 - 1001. Retrieved 2013/07/27.