Aniline → 2-Phenylaminomethylene-malonic acid diethyl ester

HRID 2166875Notes

Reaction equation

HRID 2166875 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CCO[CH:11]=[C:12]([C:18]([O:20][CH2:21][CH3:22])=[O:19])[C:13]([O:15][CH2:16][CH3:17])=[O:14]>C(O)C>[NH:1]([CH:11]=[C:12]([C:13]([O:15][CH2:16][CH3:17])=[O:14])[C:18]([O:20][CH2:21][CH3:22])=[O:19])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 6115AnilineHCID 6871Diethyl (ethoxymethylene)malonate

Product 1

HCID 2643272-Phenylaminomethylene-malonic acid diethyl ester

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Freshly distilled aniline (46.5 g) and diethyl ethoxymethylene malonate (108 g) were heated together on a steam bath for two hours. The ethanol formed in the reaction was then evaporated off under vacuum to give the intermediate diethyl (anilinomethylene)malonate, m.p. 48° C.

Workup

  1. customwas then evaporated off under vacuum

Sources & evidence

ORD record
ord-9820272cdc614f51a0791273f97833d8
Source dataset
uspto-grants-1983_06
Patent number
US04390541

Reaction notes

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