2-Methylbenzo[d]thiazole-5-carbonitrile

Base Information

• Chemical Name: 2-Methylbenzo[d]thiazole-5-carbonitrile
• CAS No.: 90418-93-2
• Molecular Formula: C9H6 N2 S
• Molecular Weight: 174.22
• European Community (EC) Number: 849-168-4
• DSSTox Substance ID: DTXSID60568035
• Nikkaji Number: J2.899.425G
• Wikidata: Q82454159
• Mol file: 90418-93-2.mol

Synonyms:2-Methylbenzo[d]thiazole-5-carbonitrile;90418-93-2;2-methyl-1,3-benzothiazole-5-carbonitrile;5-cyano-2-methylbenzothiazole;SCHEMBL7380470;DTXSID60568035;LMGBAGZYSFICDQ-UHFFFAOYSA-N;2-methyl-5-benzothiazolecarbonitrile;MFCD18415973;AKOS016006554;5-Benzothiazolecarbonitrile, 2-methyl-;DS-2573;FS-3704;A860802;InChI=1/C9H6N2S/c1-6-11-8-4-7(5-10)2-3-9(8)12-6/h2-4H,1H

Chemical Property of 2-Methylbenzo[d]thiazole-5-carbonitrile

Chemical Property:

• PSA: 64.92000
• LogP: 2.47638
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 174.02516937
• Heavy Atom Count: 12
• Complexity: 220

Purity/Quality:

97% ^*data from raw suppliers

2-Methylbenzo[d]thiazole-5-carbonitrile >95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC2=C(S1)C=CC(=C2)C#N

Technology Process of 2-Methylbenzo[d]thiazole-5-carbonitrile

There total 13 articles about 2-Methylbenzo[d]thiazole-5-carbonitrile 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: 99.0%

2-methyl-5-chloro-benzothiazole (1006-99-1) + 2-hydroxy-2-methylpropanenitrile (75-86-5) → 2-methyl-1,3-benzothiazole-5-carbonitrile (90418-93-2)

Guidance literature:

With [Pd(cinnamyl)Cl]2; N-ethyl-N,N-diisopropylamine; XPhos; In isopropyl alcohol; at 80 ℃; for 2h; Inert atmosphere;

DOI:10.1021/acs.oprd.6b00229

Reference yield: 97.0%

2-methyl-5-chloro-benzothiazole (1006-99-1) + potassiumhexacyanoferrate(II) trihydrate → 2-methyl-1,3-benzothiazole-5-carbonitrile (90418-93-2)

Guidance literature:

With 2-[2-(dicyclohexylphosphino)-phenyl]-1-methyl-1H-indole; palladium diacetate; sodium carbonate; triethylamine; In water; acetonitrile; at 70 ℃; for 18h;

DOI:10.1021/ol1028892

Reference yield: 95.0%

potassiumhexacyanoferrate(II) trihydrate + C9H9NO4S → 2-methyl-1,3-benzothiazole-5-carbonitrile (90418-93-2)

Guidance literature:

With 2-[2-(dicyclohexylphosphino)-phenyl]-1-methyl-1H-indole; palladium diacetate; potassium carbonate; In water; tert-butyl alcohol; at 80 ℃; for 18h; Inert atmosphere;

DOI:10.1002/anie.201005121

upstream raw materials:

sodium cyanide

5-bromo-2-methylbenzothiazole

dicyanozinc

5-iodo-2-methylbenzothiazole

Downstream raw materials:

2-hydroxymethyl-1,3-benzothiazole-5-carboxylic acid

Ethyl 2-[4-[((3S)-1-tert-butoxycarbonyl-3-pyrrolidinyl)oxy]phenyl]-3-(5-cyano-2-benzothiazolyl)-2-ethoxycarbonylpropionate