diethyl 1,2-phenylenedicarbamate

Base Information

• Chemical Name: diethyl 1,2-phenylenedicarbamate
• CAS No.: 59255-77-5
• Molecular Formula: C₁₆H₂₄N₂O₄
• Molecular Weight: 308.378
• Mol file: 59255-77-5.mol

Synonyms:tert-butyl N-(3-{[(tert-butoxy)carbonyl]amino}phenyl)carbamate

Chemical Property of diethyl 1,2-phenylenedicarbamate

Chemical Property:

• Melting Point: 142-144 °C
• Boiling Point: 343.1±25.0 °C(Predicted)
• PKA: 13.26±0.70(Predicted)
• Density: 1.152±0.06 g/cm3(Predicted)

Purity/Quality:

98% ^*data from raw suppliers

Di-tert-butyl1,3-phenylenedicarbamate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of diethyl 1,2-phenylenedicarbamate

There total 2 articles about diethyl 1,2-phenylenedicarbamate 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: 90.0%

di-tert-butyl dicarbonate (24424-99-5) + m-phenylenediamine (108-45-2,64554-26-3,76583-20-5) → tert-butyl N-(3-{[(tert-butoxy)carbonyl]amino}phenyl)carbamate (59255-77-5)

Guidance literature:

In ethanol; at 20 ℃; for 12h;

DOI:10.1021/acs.orglett.8b02196

Reference yield:

1,3-Phenylene diisocyanate (123-61-5) + tert-butyl alcohol (75-65-0) → tert-butyl N-(3-{[(tert-butoxy)carbonyl]amino}phenyl)carbamate (59255-77-5)

Guidance literature:

copper(II) 2-ethylhexanoate; In benzene; Heating;

Reference yield: 93.0%

tert-butyl N-(3-{[(tert-butoxy)carbonyl]amino}phenyl)carbamate (59255-77-5) → N,N'-dimethyl-1,3-phenylenediamine (14814-75-6)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; Reflux;

DOI:10.1039/c2nj40567a

upstream raw materials:

1,3-Phenylene diisocyanate

tert-butyl alcohol

di-tert-butyl dicarbonate

m-phenylenediamine

Downstream raw materials:

tert-butyl (4-bromo-3-tert-butoxycarbonylaminophenyl)carbamate

N,N'-dimethyl-1,3-phenylenediamine

Refernces

• 1、 Redko, Boris,Albeck, Amnon,Gellerman, Gary. "Facile synthesis and antitumor activity of novel N(9) methylated AHMA analogs". . p. 2188 - 2191. Retrieved 2013/01/15.