3-Bromo-2-iodophenyl diethylcarbamate

Base Information

• Chemical Name: 3-Bromo-2-iodophenyl diethylcarbamate
• CAS No.: 863870-79-5
• Molecular Formula: C11H13 Br I N O2
• Molecular Weight: 398.038
• DSSTox Substance ID: DTXSID30467445
• Wikidata: Q82294399
• Mol file: 863870-79-5.mol

Synonyms:3-Bromo-2-iodophenyl diethylcarbamate;863870-79-5;(3-bromo-2-iodophenyl) N,N-diethylcarbamate;Carbamic acid,N,N-diethyl-, 3-bromo-2-iodophenyl ester;3-BROMO-2-IODOPHENYL N,N-DIETHYLCARBAMATE;SCHEMBL18341904;DTXSID30467445;4-Chloro-3-nitrobenzeneboronicacid;Carbamic acid,N,N-diethyl-,3-bromo-2-iodophenyl ester

Chemical Property of 3-Bromo-2-iodophenyl diethylcarbamate

Chemical Property:

• PSA: 29.54000
• LogP: 3.89430
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 396.91744
• Heavy Atom Count: 16
• Complexity: 236

Purity/Quality:

99% ^*data from raw suppliers

3-BROMO-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)Br)I

Technology Process of 3-Bromo-2-iodophenyl diethylcarbamate

There total 4 articles about 3-Bromo-2-iodophenyl 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: 84.0%

O-3-bromophenyl N,N-diethylcarbamate (863870-72-8) → O-3-bromo-2-iodophenyl N,N-diethylcarbamate (863870-79-5)

Guidance literature:

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

With iodine; In tetrahydrofuran; hexane; at -78 - 20 ℃;

DOI:10.1021/jo0508402

Reference yield:

3-Bromophenol (591-20-8) → O-3-bromo-2-iodophenyl N,N-diethylcarbamate (863870-79-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: NaH / tetrahydrofuran / 2 h / 20 °C

1.2: 91 percent / tetrahydrofuran / 8 h / 20 °C

2.1: LDA / tetrahydrofuran; hexane / 0.5 h / -78 °C

2.2: 84 percent / iodine / tetrahydrofuran; hexane / -78 - 20 °C

With sodium hydride; lithium diisopropyl amide; In tetrahydrofuran; hexane;

DOI:10.1021/jo0508402

Reference yield:

N,N-diethylcarbamyl chloride (88-10-8) → O-3-bromo-2-iodophenyl N,N-diethylcarbamate (863870-79-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: NaH / tetrahydrofuran / 2 h / 20 °C

1.2: 91 percent / tetrahydrofuran / 8 h / 20 °C

2.1: LDA / tetrahydrofuran; hexane / 0.5 h / -78 °C

2.2: 84 percent / iodine / tetrahydrofuran; hexane / -78 - 20 °C

With sodium hydride; lithium diisopropyl amide; In tetrahydrofuran; hexane;

DOI:10.1021/jo0508402

upstream raw materials:

O-3-bromophenyl N,N-diethylcarbamate

3-Bromophenol

N,N-diethylcarbamyl chloride

Downstream raw materials:

4-bromo-2-butylbenzo[b]furan

4-bromo-2-phenylbenzo[b]furan

2,4-diphenylbenzo[b]furan

4-(3-nitrophenyl)-2-phenylbenzo[b]furan

Refernces

• 1、 -. "NEW BICYCLIC DERIVATIVES, A PROCESS FOR THEIR PREPARATION AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM". Page/Page column 95. . Retrieved 2017/05/12.
• 2、 Sanz, Roberto,Guilarte, Veronica,Garcia, Nuria. "Synthesis of 4-functionalized-1H-indoles from 2,3-dihalophenols". supporting information; experimental part. p. 3860 - 3864. Retrieved 2010/09/17.