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Dicyclohexylcarbodiimide → Ethyl 2-(3,5-dichlorophenylaminocarbonyl)propanoate

HRID 487019
Notes
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Reaction equation

HRID 487019 reaction equation
[CH3:1][CH:2]([C:8]([O-:10])=O)[C:3]([O:5][CH2:6][CH3:7])=[O:4].[Cl:11][C:12]1[CH:13]=[C:14]([CH:16]=[C:17]([Cl:19])[CH:18]=1)[NH2:15].C1(N=C=NC2CCCCC2)CCCCC1>>[Cl:11][C:12]1[CH:13]=[C:14]([NH:15][C:8]([CH:2]([CH3:1])[C:3]([O:5][CH2:6][CH3:7])=[O:4])=[O:10])[CH:16]=[C:17]([Cl:19])[CH:18]=1
ParticipantsProcedureSources & evidenceReaction notes

Participants

4

Reactant 3

HCID 10868DicyclohexylcarbodiimideHCID 122813,5-DichloroanilineHCID 22667308Monoethylmethylmalonate

Product 1

HCID 19096830Ethyl 2-(3,5-dichlorophenylaminocarbonyl)propanoateYield 10%

Procedure

Monoethyl methylmalonate (5.0 grams, 0.03 mole), 3,5-dichloroaniline (5.54 grams, 0.03 mole) and 1,3-dicyclohexylcarbodiimide (7.06 grams, 0.03 mole) were reacted in a manner similar to that described in Example LVII to give 1.0 gram (0.003 mole) of ethyl 2-(3,5-dichlorophenylaminocarbonyl)propanoate having a melting point of 89° C.-90° C. Elemental analysis of the product indicated the following:

Sources & evidence

ORD record
ord-bf40a646d9854c51a890d6ef15f972c4
Source dataset
uspto-grants-1994_03
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05292937

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes