Carbamic acid, (2,4-dichlorophenyl)-, 1,1-dimethylethyl ester

Base Information

• Chemical Name: Carbamic acid, (2,4-dichlorophenyl)-, 1,1-dimethylethyl ester
• CAS No.: 296778-52-4
• Molecular Formula: C11H13Cl2NO2
• Molecular Weight: 262.136
• DSSTox Substance ID: DTXSID20406843
• Nikkaji Number: J1.349.539D
• Wikidata: Q82211957
• Mol file: 296778-52-4.mol

Synonyms:296778-52-4;Carbamic acid, (2,4-dichlorophenyl)-, 1,1-dimethylethyl ester;SCHEMBL6628806;DTXSID20406843;AKOS003581108;tert-Butyl(2,4-dichlorophenyl)carbamate;tert-Butyl (2,4-dichlorophenyl)carbamate

Chemical Property of Carbamic acid, (2,4-dichlorophenyl)-, 1,1-dimethylethyl ester

Chemical Property:

• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 261.0323340
• Heavy Atom Count: 16
• Complexity: 253

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Carbamic acid, (2,4-dichlorophenyl)-, 1,1-dimethylethyl ester

There total 4 articles about Carbamic acid, (2,4-dichlorophenyl)-, 1,1-dimethylethyl 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: 98.0%

N-(t-butoxycarbonyl)-4-chloroaniline (18437-66-6) → tert-butyl (2,4-dichlorophenyl)carbamate (296778-52-4)

Guidance literature:

With 1,3-dichloro-5,5-dimethylhydantoin; diisopropylamine hydrochloride; In toluene; at 25 ℃; for 14h; regioselective reaction; Darkness; Green chemistry;

DOI:10.1002/anie.201607388

Reference yield: 88.0%

di-tert-butyl dicarbonate (24424-99-5) + 1-azido-2,4-dichlorobenzene (1965-25-9) → tert-butyl (2,4-dichlorophenyl)carbamate (296778-52-4)

Guidance literature:

With polymethylhydrosiloxane; palladium on activated charcoal; In ethanol; at 20 ℃; for 3h;

DOI:10.1246/cl.2000.780

Reference yield: 55.0%

tert-butyl carbazate (4248-19-5) + 1,3-Dichlorobenzene (541-73-1) → tert-butyl (2,4-dichlorophenyl)carbamate (296778-52-4)

Guidance literature:

With tert.-butylnitrite; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In acetonitrile; at 25 ℃; for 24h; Irradiation;

DOI:10.1002/chem.201705442

upstream raw materials:

di-tert-butyl dicarbonate

1-azido-2,4-dichlorobenzene

tert-butyl carbazate

1,3-Dichlorobenzene

Downstream raw materials:

2,4-Dichloroaniline

Refernces

• 1、 Das, Somnath,Natarajan, Palani,K?nig, Burkhard. "Teaching Old Compounds New Tricks: DDQ-Photocatalyzed C?H Amination of Arenes with Carbamates, Urea, and N-Heterocycles". supporting information. p. 18161 - 18165. Retrieved 2017/12/28.
• 2、 Xiong, Xiaodong,Yeung, Ying-Yeung. "Highly ortho-Selective Chlorination of Anilines Using a Secondary Ammonium Salt Organocatalyst". . p. 16101 - 16105. Retrieved 2016/12/26.