tert-Butyl (2-bromothiophen-3-yl)carbamate

Base Information

• Chemical Name: tert-Butyl (2-bromothiophen-3-yl)carbamate
• CAS No.: 21483-64-7
• Molecular Formula: C9H12BrNO2S
• Molecular Weight: 278.16600
• Hs Code.: 2934999090
• European Community (EC) Number: 892-806-1
• DSSTox Substance ID: DTXSID20524071
• Nikkaji Number: J1.321.860I
• Mol file: 21483-64-7.mol

Synonyms:tert-Butyl (2-bromothiophen-3-yl)carbamate;21483-64-7;tert-butyl N-(2-bromothiophen-3-yl)carbamate;3-(BOC-AMINO)-2-BROMOTHIOPHENE;SCHEMBL437283;DTXSID20524071;UCPJQSLSJLTVND-UHFFFAOYSA-N;WAA48364;MFCD01927222;AKOS023846777;tert-Butyl 2-bromothien-3-ylcarbamate;3-(Boc-amino)-2-bromothiophene, 97%;tert-Butyl(2-bromo-3-thienyl)carbamate;tert-Butyl (2-bromo-3-thienyl)carbamate;tert-butyl 2-bromothiophen-3-ylcarbamate;DS-11961;tert-Butyl(2-bromothiophen-3-yl)carbamate;CS-0154424;tert-Butyl-N-(2-bromothiophen-3-yl)carbamate;EN300-109052;A912425;2-Bromothiophen-3-yl-carbamic acid tert-butyl ester;Z1269150265

Chemical Property of tert-Butyl (2-bromothiophen-3-yl)carbamate

Chemical Property:

• Melting Point: 65-70°C
• Boiling Point: 276.4±25.0 °C(Predicted)
• PKA: 12.77±0.70(Predicted)
• PSA: 70.06000
• Density: 1.510±0.06 g/cm3(Predicted)
• LogP: 3.87120
• Storage Temp.: 2-8°C
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 276.97721
• Heavy Atom Count: 14
• Complexity: 217

Purity/Quality:

97% ^*data from raw suppliers

3-(Boc-amino)-2-bromothiophene 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC1=C(SC=C1)Br
• Uses: 3-(Boc-amino)-2-bromothiophene is used in preparation of thienopyrazines as inhibitors of IRAK4 activity.

Technology Process of tert-Butyl (2-bromothiophen-3-yl)carbamate

There total 3 articles about tert-Butyl (2-bromothiophen-3-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: 97.0%

tert-butyl 3-thienylcarbamate (19228-91-2) → tert-butyl N-(2-bromothiophen-3-yl)carbamate (21483-64-7)

Guidance literature:

With N-Bromosuccinimide; In dichloromethane; at 65 ℃; Reflux;

Reference yield: 68.0%

2-bromothiophene-3-carboxylic acid (24287-95-4) + tert-butyl alcohol (75-65-0) → tert-butyl N-(2-bromothiophen-3-yl)carbamate (21483-64-7)

Guidance literature:

With diphenyl phosphoryl azide; triethylamine; at 65 ℃; for 4h; Inert atmosphere;

Reference yield:

→ tert-butyl N-(2-bromothiophen-3-yl)carbamate (21483-64-7)

Guidance literature:

t-Butyl-N-(3-thienyl)-carbamat, N-Bromosuccinimid/CCl4;

DOI:10.1002/jps.2600571142

upstream raw materials:

tert-butyl 3-thienylcarbamate

2-bromothiophene-3-carboxylic acid

tert-butyl alcohol

Downstream raw materials:

tert-Butyl N-((E)-3-phenylprop-2-enyl)(2-bromo-3-thienyl)carbamate

Dithieno<3,2-b;2',3'-d>pyridine