4-Bromo-3-chloroaniline → Ethyl 4-amino-2-chlorocinnamate

HRID 2265095Notes

Reaction equation

HRID 2265095 reaction equation
Br[C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][C:3]=1[Cl:9].NC1C=CC([CH:15]=[CH:16][C:17]([O:19][CH2:20][CH3:21])=[O:18])=C(F)C=1>>[NH2:6][C:5]1[CH:7]=[CH:8][C:2]([CH:15]=[CH:16][C:17]([O:19][CH2:20][CH3:21])=[O:18])=[C:3]([Cl:9])[CH:4]=1

Participants

3

Reactant 2

HCID 888884-Bromo-3-chloroanilineHCID 53987187Ethyl 3-(4-amino-2-fluorophenyl)prop-2-enoate

Product 1

HCID 54425966Ethyl 4-amino-2-chlorocinnamateYield 99%

Procedure

Using 4-bromo-3-chloroaniline (5.0 g), Compound 8a (5.43 g, 99%) was obtained as a yellow solid in the same manner as Compound 2a was obtained.

Sources & evidence

ORD record
ord-643f750a782c4aaf93ba5a930e0fd406
Source dataset
uspto-grants-2010_12
Patent number
US07855300B2

Reaction notes

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