2-Methoxy-N-methylaniline → N'-(4-Ethoxycarbonylphenyl)-N-(2-methoxyphenyl)-N-methylformamidine

HRID 2397304Notes

Reaction equation

HRID 2397304 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[CH:11]=[CH:10][C:9]([N:12]=[CH:13]OCC)=[CH:8][CH:7]=1)=[O:5])[CH3:2].[CH3:17][O:18][C:19]1[CH:26]=[CH:25][CH:24]=[CH:23][C:20]=1[NH:21][CH3:22]>C(O)C>[CH2:1]([O:3][C:4]([C:6]1[CH:7]=[CH:8][C:9]([N:12]=[CH:13][N:21]([C:20]2[CH:23]=[CH:24][CH:25]=[CH:26][C:19]=2[O:18][CH3:17])[CH3:22])=[CH:10][CH:11]=1)=[O:5])[CH3:2]

Participants

4

Reactant 2

HCID 27595792-Methoxy-N-methylanilineHCID 12423501Ethyl N-(4-ethoxycarbonylphenyl)formimidate

Product 1

HCID 12423507N'-(4-Ethoxycarbonylphenyl)-N-(2-methoxyphenyl)-N-methylformamidine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of ethyl N-(4-ethoxycarbonylphenyl)formimidate (Example Ia) (4.9 g, 0.022 mol) and 2-methoxy-N-methylaniline (3.2 g, 0.022 mol) were heated at 180° until 1.3 ml of ethanol had been collected by distillation. The resulting yellow oil was flash distilled to yield the desired product, bp≈200° C. (0.05 mm). ##STR14##

Workup

  1. distillationhad been collected by distillation
  2. distillationdistilled

Sources & evidence

ORD record
ord-6835a48958e246989dec267292848426
Source dataset
uspto-grants-1977_05
Patent number
US04021471

Reaction notes

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