6-Methylbenzo[D]thiazole-2-thiol

Base Information

• Chemical Name: 6-Methylbenzo[D]thiazole-2-thiol
• CAS No.: 2268-79-3
• Molecular Formula: C8H7NS2
• Molecular Weight: 181.282
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID40427651
• Nikkaji Number: J2.038.773D
• Wikidata: Q72492515
• ChEMBL ID: CHEMBL568738
• Mol file: 2268-79-3.mol

Synonyms:2268-79-3;6-METHYLBENZO[D]THIAZOLE-2-THIOL;6-methyl-2-mercaptobenzothiazole;6-methyl-3H-1,3-benzothiazole-2-thione;2-Mercapto-6-methylbenzothiazole;6-methyl-1,3-benzothiazole-2-thiol;6-methyl-2,3-dihydro-1,3-benzothiazole-2-thione;CHEMBL568738;SCHEMBL1771426;6-Methyl-2-merkaptobenzothiazol;SCHEMBL11478869;DTXSID40427651;2-mercapto-6-methyl-benzothiazole;MFCD07774732;STL301553;AKOS005206611;AB42352;DS-9812;CS-0061342;EN300-673324;W17074;A878471;6-Methyl-2-benzothiazolethiol;6-Methyl-2(3H)-benzothiazolethione;6-Methylbenzo[d]thiazole-2-thiol

Chemical Property of 6-Methylbenzo[D]thiazole-2-thiol

Chemical Property:

• Vapor Pressure: 0.000277mmHg at 25°C
• Melting Point: 183 °C
• Refractive Index: 1.743
• Boiling Point: 322.6 °C at 760 mmHg
• Flash Point: 148.9 °C
• PSA: 79.93000
• Density: 1.39 g/cm³
• LogP: 2.89340
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 181.00199157
• Heavy Atom Count: 11
• Complexity: 181

Purity/Quality:

99% ^*data from raw suppliers

6-Methyl-2,3-dihydro-1,3-benzothiazole-2-thione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC2=C(C=C1)NC(=S)S2

Technology Process of 6-Methylbenzo[D]thiazole-2-thiol

There total 20 articles about 6-Methylbenzo[D]thiazole-2-thiol 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: 94.0%

carbon disulfide (75-15-0,12122-00-8) + 2-iodo-4-methylaniline (29289-13-2) → 2-mercapto-6-methylbenzothiazole (2268-79-3)

Guidance literature:

With sodiumsulfide nonahydrate; In N,N-dimethyl-formamide; at 110 ℃; for 7h; Sealed tube; Inert atmosphere;

DOI:10.1080/00397911.2017.1356927

Reference yield: 90.7%

2-chloro-4-methyl-benzenamine (615-65-6) → 2-mercapto-6-methylbenzothiazole (2268-79-3)

Guidance literature:

Reference yield: 89.0%

carbon disulfide (75-15-0,12122-00-8) + 2-[(2-amino-5-methylphenyl)dithio]-4-methylphenylamine (31183-91-2) → sulfur (10544-50-0) + 2-mercapto-6-methylbenzothiazole (2268-79-3)

Guidance literature:

With sodium hydrogensulfide; In water; at 80 ℃; for 10h; Inert atmosphere; Green chemistry;

DOI:10.1039/c6gc03053j

upstream raw materials:

2-chloro-6-methylbenzo[d]thiazole

N,N-di-p-tolyl-thiourea

carbon disulfide

p-toluidine

Downstream raw materials:

6-methyl-2-(p-tolylthio)-1,3-benzothiazole

2-(4-methoxyphenylthio)-6-methylbenzo[d]thiazole

2-chloro-6-methylbenzo[d]thiazole

1,2-bis(6-methylbenzo[d]thiazol-2-yl)disulfane

Refernces

• 1、 Wimmer, Laurin,Parmentier, Michael,Riss, Bernard,Kapferer, Tobias,Ye, Chao,Li, Lei,Kim, Hongyong,Li, Jialiang. "Water-Promoted Chlorination of 2-Mercaptobenzothiazoles". . p. 2027 - 2032. Retrieved 2018/04/16.
• 2、 Lou, Chunqing,Zhu, Ning,Fan, Ronghua,Hong, Hailong,Han, Limin,Zhang, Jianbin,Suo, Quanling. "Highly efficient synthesis of 2-mercaptobenzothiazole derivatives in water: Metal sulfide-disulfide dynamic interchange reaction". . p. 1102 - 1108. Retrieved 2017/08/15.