Ethyl N-(4-ethoxycarbonylphenyl)formimidate → N-(4-n-Butoxycarbonylphenyl)-N'-(4'-ethoxycarbonylphenyl)-N-methylformamidine

HRID 2397303Notes

Reaction equation

HRID 2397303 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][NH:18][C:19]1[CH:31]=[CH:30][C:22]([C:23]([O:25][CH2:26][CH2:27][CH2:28][CH3:29])=[O:24])=[CH:21][CH:20]=1>C(O)C>[CH2:26]([O:25][C:23]([C:22]1[CH:30]=[CH:31][C:19]([N:18]([CH3:17])[CH:13]=[N:12][C:9]2[CH:8]=[CH:7][C:6]([C:4]([O:3][CH2:1][CH3:2])=[O:5])=[CH:11][CH:10]=2)=[CH:20][CH:21]=1)=[O:24])[CH2:27][CH2:28][CH3:29]

Participants

4

Reactant 2

HCID 12423501Ethyl N-(4-ethoxycarbonylphenyl)formimidateHCID 20643427Butyl 4-(methylamino)benzoate

Product 1

HCID 12423508N-(4-n-Butoxycarbonylphenyl)-N'-(4'-ethoxycarbonylphenyl)-N-methylformamidine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Ethyl N-(4-ethoxycarbonylphenyl)formimidate (Example Ia) (6.7 g, 0.03 mol) and n-butyl 4-methylaminobenzoate (6.2 g, 0.03 mol) were heated at 190° until 1.7 ml of ethanol had been collected by distillation. The solid mass which resulted upon cooling was recrystallized from hexane to yield the product, mp 83°-85° C. ##STR13##

Workup

  1. distillationhad been collected by distillation
  2. customThe solid mass which resulted
  3. temperatureupon cooling
  4. customwas recrystallized from hexane
  5. customto yield the product, mp 83°-85° C.

Sources & evidence

ORD record
ord-f9135af8dcdb43a5a052f1b21a9e7202
Source dataset
uspto-grants-1977_05
Patent number
US04021471

Reaction notes

Loading…