tert-butyl N-(3-chloro-4-fluorophenyl)carbamate

Base Information

• Chemical Name: tert-butyl N-(3-chloro-4-fluorophenyl)carbamate
• CAS No.: 119951-96-1
• Molecular Formula: C11H13ClFNO2
• Molecular Weight: 245.681
• DSSTox Substance ID: DTXSID10406857
• Nikkaji Number: J2.348.856F
• Wikidata: Q82211977
• Mol file: 119951-96-1.mol

Synonyms:119951-96-1;tert-butyl N-(3-chloro-4-fluorophenyl)carbamate;tert-butyl (3-chloro-4-fluorophenyl)carbamate;Carbamic acid, N-(3-chloro-4-fluorophenyl)-, 1,1-dimethylethyl ester;(3-chloro-4-fluoro-phenyl)-carbamic acid tert-butyl ester;tert-butyl 3-chloro-4-fluorophenylcarbamate;Carbamic acid, (3-chloro-4-fluorophenyl)-, 1,1-dimethylethyl ester;SCHEMBL3202901;DTXSID10406857;KKHMVPYUCTZPEE-UHFFFAOYSA-N;AKOS000501061;CS-0372309;AN-329/43385737;N-(tert-butyloxycarbonyl)-3-chloro-4-fluoroaniline

Chemical Property of tert-butyl N-(3-chloro-4-fluorophenyl)carbamate

Chemical Property:

• XLogP3: 4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 245.0618845
• Heavy Atom Count: 16
• Complexity: 255

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC1=CC(=C(C=C1)F)Cl

Technology Process of tert-butyl N-(3-chloro-4-fluorophenyl)carbamate

There total 4 articles about tert-butyl N-(3-chloro-4-fluorophenyl)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: 100.0%

3-chloro-4-fluorophenylamine (367-21-5) + di-tert-butyl dicarbonate (24424-99-5) → (3-chloro-4-fluoro-phenyl)-carbamic acid tert-butyl ester (119951-96-1)

Guidance literature:

3-chloro-4-fluorophenylamine; With triethylamine; In tetrahydrofuran; water; at 20 ℃; for 0.0833333h;

di-tert-butyl dicarbonate; In tetrahydrofuran; water; at 0 - 20 ℃; for 6h;

DOI:10.1039/d0ra04110f

Reference yield: 90.0%

di-tert-butyl dicarbonate (24424-99-5) + bis-(2-chloro-4-fluoro-phenyl)-diazene (36469-95-1) → (3-chloro-4-fluoro-phenyl)-carbamic acid tert-butyl ester (119951-96-1)

Guidance literature:

With polymethylhydrosiloxane; palladium on activated charcoal; In ethanol; at 20 ℃; for 6h;

DOI:10.1055/s-2001-17439

Reference yield: 80.0%

di-tert-butyl dicarbonate (24424-99-5) + 3-chloro-4-fluorophenyl hydrazine (84282-78-0) → (3-chloro-4-fluoro-phenyl)-carbamic acid tert-butyl ester (119951-96-1)

Guidance literature:

With polymethylhydrosiloxane; palladium on activated charcoal; In ethanol; at 20 ℃; for 4h;

DOI:10.1055/s-2001-17439

upstream raw materials:

3-chloro-4-fluorophenylamine

di-tert-butyl dicarbonate

3-chloro-4-fluorophenyl hydrazine

bis-(2-chloro-4-fluoro-phenyl)-diazene

Downstream raw materials:

[3-chloro-4-fluoro-2-(2,2,2-trifluoroethanone)phenyl]carbamic acid tert-butyl ester

C₂₉H₃₂ClFN₆O₄

3-chloro-4-fluorophenylamine

3-chloro-4-fluoro-N-methylaniline

Refernces

• 1、 Chankeshwara, Sunay V.,Chakraborti, Asit K.. "Indium(III) halides as new and highly efficient catalysts for N-tert-butoxycarbonylation of amines". . p. 2784 - 2788. Retrieved 2006.
• 2、 Chandrasekhar,Raji Reddy,Jagadeeshwar Rao. "Unprecedented direct conversion of N-N and N=N bonds to N-(tert-butyloxy)carbamates". . p. 1561 - 1562. Retrieved 2001.
• 3、 -. "OXADIAZEPINONE DERIVATIVES AND THEIR USE IN THE TREATMENT OF HEPATITIS B INFECTIONS". Page/Page column 122; 123. . Retrieved 2018/02/28.
• 4、 Sarkar, Anirban,Roy, Sudipta Raha,Parikh, Naisargee,Chakraborti, Asit K.. "Nonsolvent application of ionic liquids: Organo-catalysis by 1-alkyl-3-methylimidazolium cation based room-temperature ionic liquids for chemoselective N-tert-butyloxycarbonylation of amines and the influence of the C-2 hydrogen on catalytic efficiency". experimental part. p. 7132 - 7140. Retrieved 2011/10/08.