4-Bromoaniline → HCID 19096819, compound

HRID 893227Notes

Reaction equation

HRID 893227 reaction equation
[CH2:1]([O:3][CH:4]([C:10]([O-:12])=O)[C:5]([O:7][CH2:8][CH3:9])=[O:6])[CH3:2].[Br:13][C:14]1[CH:20]=[CH:19][C:17]([NH2:18])=[CH:16][CH:15]=1.C1(N=C=NC2CCCCC2)CCCCC1>>[Br:13][C:14]1[CH:20]=[CH:19][C:17]([NH:18][C:10](=[O:12])[CH:4]([O:3][CH2:1][CH3:2])[C:5]([O:7][CH2:8][CH3:9])=[O:6])=[CH:16][CH:15]=1

Participants

4

Reactant 3

HCID 78074-BromoanilineHCID 10868DicyclohexylcarbodiimideHCID 85670798HCID 85670798, compound

Product 1

HCID 19096819HCID 19096819, compoundYield 20%

Procedure

Mono-ethyl ethoxymalonate (1.44 grams, 0.01 mole), prepared in Example LXVIII Part A, 4-bromoaniline (1.41 grams, 0.01 mole) and 1,3-dicyclohexylcarbodiimide (1.68 grams, 0.01 mole) were reacted in a manner similar to that described in Example LVII to give 0.79 gram (0.002 mole) of ethyl 3-[(4-bromophenyl)amino]-2-ethoxy-3-oxopropanoate having a melting point of 59° C.-64° C. An analytical sample recrystallized from hexane-ethyl acetate had a melting point of 62° C.-64° C.

Workup

  1. customwere reacted in a manner similar to

Sources & evidence

ORD record
ord-19b59fadec9f4374baba54fc92d860e2
Source dataset
uspto-grants-1992_06
Patent number
US05123951

Reaction notes

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