3,4-Dimethoxyaniline → 2-Cyano-3-(3,4-dimethoxyphenylamino)acrylic acid ethyl ester

HRID 1934917Notes

Reaction equation

HRID 1934917 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([O:10][CH3:11])[C:5]([O:8][CH3:9])=[CH:6][CH:7]=1.C(O[CH:15]=[C:16]([C:22]#[N:23])[C:17]([O:19][CH2:20][CH3:21])=[O:18])C>C1(C)C=CC=CC=1>[C:22]([C:16](=[CH:15][NH:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[C:4]([O:10][CH3:11])[CH:3]=1)[C:17]([O:19][CH2:20][CH3:21])=[O:18])#[N:23]

Participants

4

Reactant 2

HCID 227703,4-DimethoxyanilineHCID 789432-Propenoic acid, 2-cyano-3-ethoxy-, ethyl ester

Product 1

HCID 691625702-Cyano-3-(3,4-dimethoxyphenylamino)acrylic acid ethyl ester

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 7.66 g of 4-aminoveratrole, 8.49 g of ethyl ethoxymethylenecyanoacetate, and 20 ml of toluene was heated at 100° C. for 90 min. The toluene was evaporated to give a solid, mp 150-155° C.

Workup

  1. customThe toluene was evaporated
  2. customto give a solid, mp 150-155° C.

Sources & evidence

ORD record
ord-df4bcab7b0d246a2b440687af87e4938
Source dataset
uspto-grants-2002_05
Patent number
US06384051B1

Reaction notes

Loading…