2-(Dimethylamino)-2-butenedioic acid dimethyl ester

Base Information

• Chemical Name: 2-(Dimethylamino)-2-butenedioic acid dimethyl ester
• CAS No.: 67751-25-1
• Molecular Formula: C8H13NO4
• Molecular Weight: 187.196
• NSC Number: 116959
• Nikkaji Number: J1.936.188H
• Mol file: 67751-25-1.mol

Synonyms:2-(Dimethylamino)-2-butenedioic acid dimethyl ester;67751-25-1;NSC116959;NSC-116959;(Z)-2-Dimethylamino-but-2-enedioic acid dimethyl ester

Chemical Property of 2-(Dimethylamino)-2-butenedioic acid dimethyl ester

Chemical Property:

• Vapor Pressure: 0.0148mmHg at 25°C
• Boiling Point: 257.1°Cat760mmHg
• Flash Point: 109.3°C
• Density: 1.112g/cm³
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 187.08445790
• Heavy Atom Count: 13
• Complexity: 232

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)C(=CC(=O)OC)C(=O)OC
• Isomeric SMILES: CN(C)/C(=C\C(=O)OC)/C(=O)OC

Technology Process of 2-(Dimethylamino)-2-butenedioic acid dimethyl ester

There total 46 articles about 2-(Dimethylamino)-2-butenedioic acid dimethyl ester 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: 96.0%

4-(dimethylamino)-4-(4-nitrophenyl)-2-(trichloromethyl)-1,3-diaza-1,3-butadiene + dimethyl acetylenedicarboxylate (762-42-5) → 1-dimethylamino-1,2-di(methoxycarbonyl)ethene (67751-25-1) + dimethyl 6-(4-nitrophenyl)-2-(trichloromethyl)pyrimidine-4,5-dicarboxylate

Guidance literature:

In dichloromethane; at 20 ℃; Inert atmosphere;

DOI:10.1055/s-0035-1561936

Reference yield: 95.0%

N,N-Dimethyl-1-<2-(trimethylsilyl)phenyl>methanamin (41839-69-4) + dimethyl acetylenedicarboxylate (762-42-5) + para-chlorobenzoic acid (74-11-3) → 2-(trimethylsilyl)benzyl 4-chlorobenzoate (1401317-77-8) + 1-dimethylamino-1,2-di(methoxycarbonyl)ethene (67751-25-1)

Guidance literature:

In dichloromethane; at 20 ℃; for 14h;

DOI:10.1016/j.tet.2012.08.024

Reference yield: 95.0%

(4-bromobenzyl)dimethylamine (6274-57-3) + dimethyl acetylenedicarboxylate (762-42-5) + benzoic acid (65-85-0,8013-63-6) → 1-dimethylamino-1,2-di(methoxycarbonyl)ethene (67751-25-1) + 4-bromobenzyl benzoate (38612-13-4)

Guidance literature:

In dichloromethane; at 20 ℃; for 24h; Time;

DOI:10.1016/j.tet.2012.08.024

upstream raw materials:

tetramethylstannane

benzyl bromide

dimethyl acetylenedicarboxylate

N,N-dimethyl-formamide

Downstream raw materials:

dimethyl 1-methyl-1H-imidazole-4,5-dicarboxylate