tert-Butyl (5-chlorothiophen-2-yl)carbamate

Base Information

• Chemical Name: tert-Butyl (5-chlorothiophen-2-yl)carbamate
• CAS No.: 63806-71-3
• Molecular Formula: C9H12ClNO2S
• Molecular Weight: 233.719
• Hs Code.: 2934999090
• European Community (EC) Number: 844-915-0
• DSSTox Substance ID: DTXSID50469264
• Wikidata: Q82296916
• Mol file: 63806-71-3.mol

Synonyms:tert-Butyl (5-chlorothiophen-2-yl)carbamate;63806-71-3;Tert-butyl N-(5-chlorothiophen-2-yl)carbamate;MFCD06659528;tert-Butyl(5-chlorothiophen-2-yl)carbamate;SCHEMBL1504066;DTXSID50469264;N-Boc-2-amino-5-chlorothiophene;SLZLJXFJTIAWMB-UHFFFAOYSA-N;(5-CHLORO-THIOPHEN-2-YL)-CARBAMIC ACID TERT-BUTYL ESTER;Carbamic acid, (5-chloro-2-thienyl)-, 1,1-dimethylethyl ester;AKOS015998876;tert-butyl 5-chloro-2-thienylcarbamate;BS-17280;SY317122;t-butyl (5-chlorothiophen-2-yl)carbamate;CS-0131555;EN300-99410;D82406;A868032;(5-CHLORO-THIOPHEN-2-YL)-CARBAMICACIDTERT-BUTYLESTER

Chemical Property of tert-Butyl (5-chlorothiophen-2-yl)carbamate

Chemical Property:

• Melting Point: 142-143 °C
• Boiling Point: 259.6±25.0 °C(Predicted)
• PKA: 12.76±0.70(Predicted)
• PSA: 66.57000
• Density: 1.299±0.06 g/cm3(Predicted)
• LogP: 3.82150
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 233.0277275
• Heavy Atom Count: 14
• Complexity: 217

Purity/Quality:

NLT 98% ^*data from raw suppliers

tert-butyl5-chlorothiophen-2-ylcarbamate 95 ^*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=CC=C(S1)Cl

Technology Process of tert-Butyl (5-chlorothiophen-2-yl)carbamate

There total 3 articles about tert-Butyl (5-chlorothiophen-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: 98.0%

5-Chlorothiophene-2-carboxylic acid (24065-33-6) + tert-butyl alcohol (75-65-0) → (5-chloro-thiophen-2-yl)-carbamic acid tert-butyl ester (63806-71-3)

Guidance literature:

With diphenyl phosphoryl azide; triethylamine; at 90 ℃; for 16h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.1c01264

Reference yield:

5-Chlorothiophene-2-carboxylic acid (24065-33-6) → (5-chloro-thiophen-2-yl)-carbamic acid tert-butyl ester (63806-71-3)

Guidance literature:

With diphenylphosphoryl azide; triethylamine; In tert-butyl alcohol; for 12h; Heating / reflux;

Reference yield:

→ (5-chloro-thiophen-2-yl)-carbamic acid tert-butyl ester (63806-71-3)

Guidance literature:

/BRN= 426118/, t-Butanol;

upstream raw materials:

5-Chlorothiophene-2-carboxylic acid

tert-butyl alcohol

Downstream raw materials:

5-chlorothiophen-2-amine hydrochloride

N-(5-chloro-2-thienyl)acetamide

Refernces

• 1、 Whittamore, Paul R.O.,Addie, Matthew S.,Bennett, Stuart N.L.,Birch, Alan M.,Butters, Michael,Godfrey, Linda,Kenny, Peter W.,Morley, Andrew D.,Murray, Paul M.,Oikonomakos, Nikos G.,Otterbein, Ludovic R.,Pannifer, Andrew D.,Parker, Jeremy S.,Readman, Kristy,Siedlecki, Pawel S.,Schofield, Paul,Stocker, Andy,Taylor, Melvyn J.,Townsend, Linda A.,Whalley, David P.,Whitehouse, Jennifer. "Novel thienopyrrole glycogen phosphorylase inhibitors: Synthesis, in vitro SAR and crystallographic studies". . p. 5567 - 5571. Retrieved 2007/10/03.
• 2、 -. "DIAMINE DERIVATIVES". Page 224-225. . Retrieved 2008/06/13.