Ethyl n-(2,4-difluorophenyl)carbamate

Base Information

• Chemical Name: Ethyl n-(2,4-difluorophenyl)carbamate
• CAS No.: 2145-87-1
• Molecular Formula: C9H9 F2 N O2
• Molecular Weight: 201.173
• Hs Code.: 2924299090
• NSC Number: 51597
• DSSTox Substance ID: DTXSID60287572
• Wikidata: Q82023655
• Mol file: 2145-87-1.mol

Synonyms:2145-87-1;ethyl n-(2,4-difluorophenyl)carbamate;Carbamic acid,(2,4-difluorophenyl)-, ethyl ester (9CI);NSC51597;Maybridge1_007909;SCHEMBL9175285;HMS563P11;DTXSID60287572;BPSIMPGQOACUJF-UHFFFAOYSA-N;NSC-51597;AKOS003868767;CCG-250255;ethyl N-[2,4-bis(fluoranyl)phenyl]carbamate;N-(2,4-difluorophenyl)carbamic acid ethyl ester;A817350;Carbamic acid, (2,4-difluorophenyl)-, ethyl ester

Chemical Property of Ethyl n-(2,4-difluorophenyl)carbamate

Chemical Property:

• Vapor Pressure: 0.439mmHg at 25°C
• Boiling Point: 194.6°Cat760mmHg
• Flash Point: 71.5°C
• PSA: 38.33000
• Density: 1.307g/cm³
• LogP: 2.60620
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 201.06013485
• Heavy Atom Count: 14
• Complexity: 201

Purity/Quality:

Ethyl(2,4-difluorophenyl)carbamate 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)NC1=C(C=C(C=C1)F)F

Technology Process of Ethyl n-(2,4-difluorophenyl)carbamate

There total 4 articles about Ethyl n-(2,4-difluorophenyl)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: 68.0%

ethyl 4-fluorophenylcarbamate (457-77-2) → N-(2.4-Difluor-phenyl)-carbamidsaeureethylester (2145-87-1)

Guidance literature:

With 2,3,4,5,6-pentachloro-1-fluoropyridin-1-ium trifluoromethanesulfonate; In dichloromethane; at 0 - 20 ℃; for 22h;

DOI:10.1021/ja00179a047

Reference yield:

2,4-difluorophenylamine (367-25-9,76563-56-9) + chloroformic acid ethyl ester (541-41-3) → N-(2.4-Difluor-phenyl)-carbamidsaeureethylester (2145-87-1)

Guidance literature:

With sodium carbonate;

DOI:10.1021/jm00334a041

Reference yield:

N-carboethoxyaniline (101-99-5) → N-(2.4-Difluor-phenyl)-carbamidsaeureethylester (2145-87-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 21 percent / N-fluoropentachloropyridinium triflate / CH₂Cl₂ / 5 h / 0 - 20 °C

2: 68 percent / N-fluoropentachloropyridinium triflate / CH₂Cl₂ / 22 h / 0 - 20 °C

With 2,3,4,5,6-pentachloro-1-fluoropyridin-1-ium trifluoromethanesulfonate; In dichloromethane;

DOI:10.1021/ja00179a047

upstream raw materials:

2,4-difluorophenylamine

chloroformic acid ethyl ester

ethyl 4-fluorophenylcarbamate

N-carboethoxyaniline

Downstream raw materials:

3-[2,4-difluoro-5-nitrophenyl]-1-methyl-6-trifluoromethyl-1,2,3,4-tetrahydropyrimidine-2,4-dione

2,4,6-trifluorophenylurethane

Refernces

• 1、 Zuo, Yang,Wu, Qiongyou,Su, Sun-Wen,Niu, Cong-Wei,Xi, Zhen,Yang, Guang-Fu. "Synthesis, Herbicidal Activity, and QSAR of Novel N-Benzothiazolyl- pyrimidine-2,4-diones as Protoporphyrinogen Oxidase Inhibitors". . p. 552 - 562. Retrieved 2016/02/05.
• 2、 -. "Pyrimidinedione compound and application thereof". Paragraph 0114; 0115; 0116. . Retrieved 2016/10/08.