(6-BroMo-benzothiazol-2-yl)-carbaMic acid tert-butyl ester

Base Information

• Chemical Name: (6-BroMo-benzothiazol-2-yl)-carbaMic acid tert-butyl ester
• CAS No.: 1244041-71-1
• Molecular Formula: C₁₂H₁₃BrN₂O₂S
• Molecular Weight: 329.217
• Mol file: 1244041-71-1.mol

Synonyms:(6-BroMo-benzothiazol-2-yl)-carbaMic acid tert-butyl ester;tert-butyl 6-bromobenzo[d]thiazol-2-ylcarbamate

Chemical Property of (6-BroMo-benzothiazol-2-yl)-carbaMic acid tert-butyl ester

Chemical Property:

• PSA: 79.46000
• LogP: 4.47880

Purity/Quality:

99% ^*data from raw suppliers

(6-Bromo-benzothiazol-2-yl)carbamicAcidtert-ButylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (6-BroMo-benzothiazol-2-yl)-carbaMic acid tert-butyl ester

There total 4 articles about (6-BroMo-benzothiazol-2-yl)-carbaMic acid tert-butyl ester 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: 95.0%

2-amino-6-bromobenzothiazole (15864-32-1) + di-tert-butyl dicarbonate (24424-99-5) → 2-tert-butoxycarbonylamino-6-bromobenzo[d]thiazole (1244041-71-1)

Guidance literature:

With dmap; In dichloromethane; at 20 ℃; for 12h;

Reference yield: 55.0%

6-bromo-1,3-benzothiazole (53218-26-1) + N-chloro-N-sodio-tert-butylcarbamate (73210-14-7) → 2-tert-butoxycarbonylamino-6-bromobenzo[d]thiazole (1244041-71-1)

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:

tert-butyl carbazate (4248-19-5) → 2-tert-butoxycarbonylamino-6-bromobenzo[d]thiazole (1244041-71-1)

Guidance literature:

Multi-step reaction with 3 steps

1: trichloroisocyanuric acid / methanol / 1 h / 20 °C

2: sodium hydroxide / methanol / 0.5 h / 0 - 20 °C

3: [Cu(1,3-di-iso-propylimidazolin-2-ylidene)(Cl)]; sodium t-butanolate / tetrahydrofuran / 2 h / 25 °C / Inert atmosphere

With trichloroisocyanuric acid; [Cu(1,3-di-iso-propylimidazolin-2-ylidene)(Cl)]; sodium hydroxide; sodium t-butanolate; In tetrahydrofuran; methanol;

DOI:10.1021/jacs.6b07486

upstream raw materials:

2-amino-6-bromobenzothiazole

di-tert-butyl dicarbonate

6-bromo-1,3-benzothiazole

N-chloro-N-sodio-tert-butylcarbamate

Downstream raw materials:

6-phenylbenzo[d]thiazole-2-amine