methyl N-(1,3-benzothiazol-2-yl)carbamate

Base Information

• Chemical Name: methyl N-(1,3-benzothiazol-2-yl)carbamate
• CAS No.: 28953-24-4
• Molecular Formula: C9H8 N2 O2 S
• Molecular Weight: 208.241
• Hs Code.: 2934200090
• DSSTox Substance ID: DTXSID40393286
• Nikkaji Number: J2.524.456G
• Wikidata: Q82192011
• ChEMBL ID: CHEMBL2206138
• Mol file: 28953-24-4.mol

Synonyms:28953-24-4;methyl N-(1,3-benzothiazol-2-yl)carbamate;CARBAMIC ACID, 2-BENZOTHIAZOLYL-, METHYL ESTER (9CI);MFCD00591246;benzothiazol-2-yl-carbamic acid methyl ester;CHEMBL2206138;SCHEMBL14629328;DTXSID40393286;STK489666;Methyl Benzo[D]Thiazol-2-Ylcarbamate;AKOS003240858;methyl 1,3-benzothiazol-2-ylcarbamate;N-(Methoxycarbonyl)benzothiazole-2-amine;benzothiazol-2-ylcarbamic acid methyl ester

Chemical Property of methyl N-(1,3-benzothiazol-2-yl)carbamate

Chemical Property:

• Refractive Index: 1.704
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 79.46000
• Density: 1.429g/cm³
• LogP: 2.54760
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 208.03064868
• Heavy Atom Count: 14
• Complexity: 225

Purity/Quality:

NLT 98% ^*data from raw suppliers

2-BENZOTHIAZOLYL-CARBAMIC ACID METHYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)NC1=NC2=CC=CC=C2S1

Technology Process of methyl N-(1,3-benzothiazol-2-yl)carbamate

There total 7 articles about methyl N-(1,3-benzothiazol-2-yl)carbamate 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: 65.0%

1,3-Benzothiazole (95-16-9) + methyl N-chlorolcarbamate (39982-28-0) → 2-(methoxycarbonylamino)benzo[d]thiazole (28953-24-4)

Guidance literature:

With [Cu(1,3-di-iso-propylimidazolin-2-ylidene)(Cl)]; sodium t-butanolate; In tetrahydrofuran; at 25 ℃; for 2h; Inert atmosphere;

DOI:10.1021/jacs.6b07486

Reference yield: 17.0%

methoxycarbonylisothiocyanate (35266-49-0) + 2-Aminophenyl disulfide (1141-88-4) → 2-(methoxycarbonylamino)benzo[d]thiazole (28953-24-4) + 2,2'-di[(methoxycarbonylamino)carbonothioyl]aminodiphenyl disulfide (81959-27-5)

Guidance literature:

In acetone; at 0 ℃;

DOI:10.1055/s-2008-1067008

Reference yield:

2-amino-benzthiazole (136-95-8,102337-98-4,84293-42-5) + methyl chloroformate (79-22-1) → 2-(methoxycarbonylamino)benzo[d]thiazole (28953-24-4)

Guidance literature:

With 1,4-dioxane; triethylamine;

upstream raw materials:

2-amino-benzthiazole

methyl chloroformate

benzothiazol-2-yl-carbamic acid

methyl iodide

Refernces

• 1、 Xie, Weilong,Yoon, Jung Hee,Chang, Sukbok. "(NHC)Cu-Catalyzed Mild C-H Amidation of (Hetero)arenes with Deprotectable Carbamates: Scope and Mechanistic Studies". supporting information. p. 12605 - 12614. Retrieved 2016/10/07.
• 2、 Singh, Krishna Nand. "Mild and convenient synthesis of organic carbamates from amines and carbon dioxide using tetraethylammonium superoxide". . p. 2651 - 2654. Retrieved 2008/02/12.