methyl (NE)-N-methoxycarbonyliminocarbamate

Base Information

• Chemical Name: methyl (NE)-N-methoxycarbonyliminocarbamate
• CAS No.: 2446-84-6
• Molecular Formula: C4H6 N2 O4
• Molecular Weight: 146.103
• Hs Code.: 2927000090
• NSC Number: 522488
• DSSTox Substance ID: DTXSID10420159
• Mol file: 2446-84-6.mol

Synonyms:2446-84-6;methyl (NE)-N-methoxycarbonyliminocarbamate;Dimethyl Azodicarboxylate;(E)-dimethyl diazene-1,2-dicarboxylate;Dimethyl (E)-diazene-1,2-dicarboxylate;1,2-Diazenedicarboxylicacid, 1,2-dimethyl ester;AZODICARBOXYLIC ACID DIMETHYL ESTER;866731-50-2;NSC522488;SCHEMBL181866;DTXSID10420159;BBL100354;Formic acid, azodi-, dimethyl ester;STL554148;AKOS025212473;NSC-522488;A0882

Chemical Property of methyl (NE)-N-methoxycarbonyliminocarbamate

Chemical Property:

• Vapor Pressure: 0.238mmHg at 25°C
• Melting Point: 10°C
• Refractive Index: 1.4487 (estimate)
• Boiling Point: 206.4°Cat760mmHg
• Flash Point: 96.1°C
• PSA: 77.32000
• Density: 1.3g/cm³
• LogP: 0.97140
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 146.03275668
• Heavy Atom Count: 10
• Complexity: 147

Purity/Quality:

99%, ^*data from raw suppliers

Methyl(NE)-N-methoxycarbonyliminocarbamate ^*data from reagent suppliers

Safty Information:

• Statements: 11-36/37/38
• Safety Statements: 9-16-33

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)N=NC(=O)OC
• Isomeric SMILES: COC(=O)/N=N/C(=O)OC
• Uses: Methyl (NE)-N-methoxycarbonyliminocarbamate is a reagent used in the synthesis of 2,3-benzodiazepines.

Technology Process of methyl (NE)-N-methoxycarbonyliminocarbamate

There total 7 articles about methyl (NE)-N-methoxycarbonyliminocarbamate 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%

methanol (67-56-1) + diethylazodicarboxylate (1972-28-7,218603-74-8) → dimethyl azodicarboxylate (2446-84-6)

Guidance literature:

With dipotassium hydrogenphosphate; for 1h; Reflux;

DOI:10.1055/s-0030-1258491

Reference yield: 75.0%

C7H15N3O6Si (135299-67-1) → dimethyl azodicarboxylate (2446-84-6)

Guidance literature:

In dichloromethane; at 25 ℃; for 72h;

DOI:10.1007/BF00961361

Reference yield:

azidoformiate de methyle (1516-56-9) → formaldehyd (50-00-0,30525-89-4,61233-19-0) + isocyanic acid (75-13-8) + dimethyl azodicarboxylate (2446-84-6) + methoxy isocyanate (117775-56-1)

Guidance literature:

Irradiation;

upstream raw materials:

N,N'-Bis-(methoxycarbonyl)-hydrazin

C₇H₁₅N₃O₆Si

azidoformiate de methyle

nitric acid

Downstream raw materials:

Dimethyl oxalate

carbonic acid dimethyl ester

Refernces

• 1、 Shinada, Tetsuro,Hamada, Makoto,Miyoshi, Kota,Higashino, Masato,Umezawa, Taiki,Ohfune, Yasufumi. "Mild and catalytic transesterification reaction using K2HPO 4 for the synthesis of methyl esters". experimental part. p. 2141 - 2145. Retrieved 2010/11/02.
• 2、 Teles, Joaquim Henrique,Maier, Guenther. "Methoxy- and Aminoisocyanate". . p. 745 - 748. Retrieved 2007/10/02.