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

HRID 66246
Notes
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Reaction equation

HRID 66246 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]
ParticipantsProcedureWorkupSources & evidenceReaction notes

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 1049Pyridine
Solvent

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-4a07e1019d9444c2bd47b7ce904726ca
Source dataset
uspto-grants-1978_12
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04130717

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes