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4-Chlorobenzoyl chloride → HCID 20292119, compound

HRID 1413581
Notes
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Reaction equation

HRID 1413581 reaction equation
COC1C=CC(NCC(OCC)=O)=CC=1.ClC1C=CC(C(Cl)=O)=CC=1.[Cl:26][C:27]1[CH:49]=[CH:48][C:30]([C:31]([N:33]([CH2:42][C:43]([O:45]CC)=[O:44])[C:34]2[CH:41]=[CH:40][C:37]([O:38][CH3:39])=[CH:36][CH:35]=2)=[O:32])=[CH:29][CH:28]=1.C([O-])([O-])=O.[K+].[K+]>N1C=CC=CC=1.C1C=CC=CC=1>[Cl:26][C:27]1[CH:28]=[CH:29][C:30]([C:31]([N:33]([CH2:42][C:43]([OH:45])=[O:44])[C:34]2[CH:41]=[CH:40][C:37]([O:38][CH3:39])=[CH:36][CH:35]=2)=[O:32])=[CH:48][CH:49]=1
ParticipantsProcedureSources & evidenceReaction notes

Participants

7

Reactant 4

HCID 85014-Chlorobenzoyl chlorideHCID 11430Potassium CarbonateHCID 6917278ethyl [(4-methoxyphenyl)amino]acetateHCID 20292261HCID 20292261, compound

Product 1

HCID 20292119HCID 20292119, compound

Reagents, catalysts & solvents 2

HCID 241
Benzene
Solvent
HCID 1049PyridineSolvent

Procedure

Ethyl p-anisidinoacetate is dissolved in an inert solvent (benzene) and is mixed with an equivalent quantity of p-chlorobenzoyl chloride in the presence of an equivalent quantity of pyridine. The resultant ethyl N-(p-chlorobenzoyl)-p-anisidinoacetate is saponified with alcoholic potash to produce N-(p-chlorobenzoyl)-p-anisidinoacetic acid, melting point: 195° to 197°.

Sources & evidence

ORD record
ord-b5ef4a453cef4c7ab044142a1de37abe
Source dataset
uspto-grants-1981_02
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04250183

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes