3-Chloro-2-iodophenyl N,N-diethylcarbamate

Base Information

• Chemical Name: 3-Chloro-2-iodophenyl N,N-diethylcarbamate
• CAS No.: 863870-77-3
• Molecular Formula: C11H13 Cl I N O2
• Molecular Weight: 353.587
• DSSTox Substance ID: DTXSID60458164
• Nikkaji Number: J2.843.665C
• Wikidata: Q82281329
• Mol file: 863870-77-3.mol

Synonyms:863870-77-3;3-CHLORO-2-IODOPHENYL N,N-DIETHYLCARBAMATE;(3-chloro-2-iodophenyl) N,N-diethylcarbamate;3-chloro-2-iodophenyl diethylcarbamate;Carbamic acid,N,N-diethyl-, 3-chloro-2-iodophenyl ester;SCHEMBL136069;DTXSID60458164;ANBZHVNIALJFQJ-UHFFFAOYSA-N;3-CHLORO-2-IODOPHENYLN,N-DIETHYLCARBAMATE;N,N-Diethylcarbamic acid 2-iodo-3-chlorophenyl ester

Chemical Property of 3-Chloro-2-iodophenyl N,N-diethylcarbamate

Chemical Property:

• Vapor Pressure: 1.04E-05mmHg at 25°C
• Refractive Index: 1.585
• Boiling Point: 371.3°C at 760 mmHg
• Flash Point: 178.4°C
• PSA: 29.54000
• Density: 1.622g/cm³
• LogP: 3.78520
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 352.96795
• Heavy Atom Count: 16
• Complexity: 236

Purity/Quality:

98% ^*data from raw suppliers

3-CHLORO-2-IODOPHENYL N,N-DIETHYLCARBAMATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN(CC)C(=O)OC1=C(C(=CC=C1)Cl)I

Technology Process of 3-Chloro-2-iodophenyl N,N-diethylcarbamate

There total 4 articles about 3-Chloro-2-iodophenyl N,N-diethylcarbamate 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: 88.0%

3-chlorophenyl N,N-diethylcarbamate (159390-33-7) → 3-chloro-2-iodophenyl N,N-dimethyl O-carbamate (863870-77-3)

Guidance literature:

3-chlorophenyl N,N-diethylcarbamate; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

With iodine; In tetrahydrofuran; hexane; at -78 - 20 ℃; Further stages.;

DOI:10.1021/jo070643y

Reference yield:

3-monochlorophenol (108-43-0) → 3-chloro-2-iodophenyl N,N-dimethyl O-carbamate (863870-77-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-BuLi / tetrahydrofuran; hexane / -78 - 20 °C

1.2: 87 percent / hexane; tetrahydrofuran / 36 h / Heating

2.1: s-BuLi; TMEDA / cyclohexane; hexane; tetrahydrofuran / 2 h / -78 °C

2.2: 86 percent / iodine / tetrahydrofuran; hexane; cyclohexane / -78 - 20 °C

With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; In tetrahydrofuran; hexane; cyclohexane;

DOI:10.1021/jo0508402

Reference yield:

N,N-diethylcarbamyl chloride (88-10-8) → 3-chloro-2-iodophenyl N,N-dimethyl O-carbamate (863870-77-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-BuLi / tetrahydrofuran; hexane / -78 - 20 °C

1.2: 87 percent / hexane; tetrahydrofuran / 36 h / Heating

2.1: s-BuLi; TMEDA / cyclohexane; hexane; tetrahydrofuran / 2 h / -78 °C

2.2: 86 percent / iodine / tetrahydrofuran; hexane; cyclohexane / -78 - 20 °C

With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; In tetrahydrofuran; hexane; cyclohexane;

DOI:10.1021/jo0508402

upstream raw materials:

3-chlorophenyl N,N-diethylcarbamate

3-monochlorophenol

N,N-diethylcarbamyl chloride

Downstream raw materials:

2-bromo-3-chloro-6-iodophenyl N,N-diethyl O-carbamate

3-chloro-2-(3-hydroxypropyl)phenyl diethylcarbamate.

3-chloro-2-(3-hydroxypropyl)phenol.

C₈H₉ClINO₂

Refernces

• 1、 Guilarte, Veronica,Castroviejo, M. Pilar,Garcia-Garcia, Patricia,Fernandez-Rodriguez, Manuel A.,Sanz, Roberto. "Approaches to the synthesis of 2,3-dihaloanilines. Useful precursors of 4-functionalized-1 H-indoles". scheme or table. p. 3416 - 3437. Retrieved 2011/06/28.
• 2、 -. "THIENO [2, 3-B] PYRIDINE DERIVATIVES AS VIRAL REPLICATION INHIBITORS". Page/Page column 244-245. . Retrieved 2010/12/17.