Ethanol → {[2-Hydroxy-4-methoxy-alpha-(4-chlorophenyl)benzyliden]amino}malonic acid diethyl ester

HRID 372288Notes

Reaction equation

HRID 372288 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[NH:18])[C:9]2[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[CH:11][C:10]=2[OH:17])=[CH:4][CH:3]=1.C(O)C.Cl.[CH2:23]([O:25][C:26](=[O:34])[CH:27](N)[C:28]([O:30][CH2:31][CH3:32])=[O:29])[CH3:24]>N1C=CC=CC=1>[CH2:23]([O:25][C:26](=[O:34])[CH:27]([N:18]=[C:8]([C:5]1[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=1)[C:9]1[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[CH:11][C:10]=1[OH:17])[C:28]([O:30][CH2:31][CH3:32])=[O:29])[CH3:24]

Participants

5

Reactant 3

HCID 702EthanolHCID 3084143Propanedioic acid, 2-amino-, 1,3-diethyl ester, hydrochloride (1:1)HCID 1363884104'-Chloro-2-hydroxy-4-methoxy-benzophenone imine

Product 1

HCID 136388411{[2-Hydroxy-4-methoxy-alpha-(4-chlorophenyl)benzyliden]amino}malonic acid diethyl ester

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

10.5 G. of 4'-chloro-2-hydroxy-4-methoxy-benzophenone imine in 60 ml. of ethanol is reacted with 12.6 g. of aminomalonic acid diethyl ester hydrochloride and 5.0 ml. of pyridine in accordance with the procedure described in Example 2. After a single recrystallization of the crude product from ethanol, there is obtained {[2-hydroxy-4-methoxy-α-(4-chlorophenyl)benzyliden]amino}malonic acid diethyl ester, having a melting point of 73°-75° C.

Workup

  1. customAfter a single recrystallization of the crude product from ethanol

Sources & evidence

ORD record
ord-a90c9380062d4833b452acf2b84fb182
Source dataset
uspto-grants-1978_05
Patent number
US04089875

Reaction notes

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