Methyl 6-bromobenzo[d]thiazole-2-carboxylate

Base Information

• Chemical Name: Methyl 6-bromobenzo[d]thiazole-2-carboxylate
• CAS No.: 1187928-41-1
• Molecular Formula: C₉H₆BrNO₂S
• Molecular Weight: 272.122
• Hs Code.: 2934200090
• DSSTox Substance ID: DTXSID00696265
• Wikidata: Q82625792
• Mol file: 1187928-41-1.mol

Synonyms:Methyl 6-bromobenzo[d]thiazole-2-carboxylate;1187928-41-1;methyl 6-bromo-1,3-benzothiazole-2-carboxylate;6-BROMO-BENZOTHIAZOLE-2-CARBOXYLIC ACID METHYL ESTER;SCHEMBL20899481;DTXSID00696265;MFCD12913873;AKOS016005702;CS-W005826;DS-2526;SB31206;Methyl6-bromobenzo[d]thiazole-2-carboxylate;J-522539

Chemical Property of Methyl 6-bromobenzo[d]thiazole-2-carboxylate

Chemical Property:

• Boiling Point: 356.6±34.0 °C(Predicted)
• PKA: -1.80±0.10(Predicted)
• PSA: 67.43000
• Density: 1.697±0.06 g/cm3(Predicted)
• LogP: 2.84540
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 270.93026
• Heavy Atom Count: 14
• Complexity: 239

Purity/Quality:

98%min ^*data from raw suppliers

Methyl6-Bromobenzo[d]thiazole-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=NC2=C(S1)C=C(C=C2)Br

Technology Process of Methyl 6-bromobenzo[d]thiazole-2-carboxylate

There total 3 articles about Methyl 6-bromobenzo[d]thiazole-2-carboxylate 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: 91.2%

6-bromo-1,3-benzothiazole (53218-26-1) + carbon dioxide (124-38-9,18923-20-1) + methyl iodide (74-88-4) → 6-bromo-benzothiazole-2-carboxylic acid methyl ester (1187928-41-1)

Guidance literature:

6-bromo-1,3-benzothiazole; carbon dioxide; With Mo₂(O-t-Bu)6; caesium carbonate; In N,N-dimethyl-formamide; at 75 ℃; for 10h; under 760.051 Torr; Schlenk technique;

methyl iodide; In N,N-dimethyl-formamide; at 50 ℃; for 2h; Schlenk technique;

DOI:10.1039/c7gc03372a

Reference yield:

6-bromo-1,3-benzothiazole (53218-26-1) → 6-bromo-benzothiazole-2-carboxylic acid methyl ester (1187928-41-1)

Guidance literature:

Multi-step reaction with 2 steps

1: C₂₇H₃₇ClCuN₃; potassium tert-butylate / tetrahydrofuran / 8 h / 80 °C / 760.05 Torr / Inert atmosphere; sealed tube

2: N,N-dimethyl-formamide / 1 h / 80 °C / Inert atmosphere; sealed tube

With C₂₇H₃₇ClCuN₃; potassium tert-butylate; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/ol301760n

Reference yield:

6-bromobenzo[d]thiazole-2-carboxylic acid (1187928-32-0) + methyl iodide (74-88-4) → 6-bromo-benzothiazole-2-carboxylic acid methyl ester (1187928-41-1)

Guidance literature:

In N,N-dimethyl-formamide; at 80 ℃; for 1h; Inert atmosphere; sealed tube;

DOI:10.1021/ol301760n

upstream raw materials:

6-bromo-1,3-benzothiazole

6-bromobenzo[d]thiazole-2-carboxylic acid

methyl iodide

carbon dioxide

Downstream raw materials:

6-bromobenzo[d]thiazole-2-carboxylic acid

Refernces

• 1、 Inomata, Hiroshi,Ogata, Kenichi,Fukuzawa, Shin-Ichi,Hou, Zhaomin. "Direct C-H carboxylation with carbon dioxide using 1,2,3-triazol-5-ylidene copper(I) complexes". . p. 3986 - 3989. Retrieved 2012/09/10.