4-Chloro-3-nitrobenzoyl chloride → HCID 10309324, compound

HRID 1264107Notes

Reaction equation

HRID 1264107 reaction equation
[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([C:6](Cl)=[O:7])=[CH:4][C:3]=1[N+:11]([O-:13])=[O:12].[NH2:14][C:15]1[CH:20]=[CH:19][C:18]([C:21](=[O:28])[CH2:22][CH2:23][C:24]([O:26]C)=[O:25])=[CH:17][CH:16]=1>>[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([NH:14][C:15]2[CH:16]=[CH:17][C:18]([C:21](=[O:28])[CH2:22][CH2:23][C:24]([OH:26])=[O:25])=[CH:19][CH:20]=2)=[O:7])=[CH:4][C:3]=1[N+:11]([O-:13])=[O:12]

Participants

3

Reactant 2

HCID 1234774-Chloro-3-nitrobenzoyl chlorideHCID 12016833Methyl 4-(4-aminophenyl)-4-oxobutanoate

Product 1

HCID 10309324HCID 10309324, compoundYield 47.8%

Procedure

In a manner similar to that described in Example 3, 4-chloro-3-nitro-benzoyl chloride (0.073 g, 0.00033 mol) was allowed to react with 4-(4-amino-phenyl)-4-oxo-butyric acid, methyl ester (0.052 g, 0.00025 mol), and the resulting intermediate was hydrolyzed to give 0.045 g of 4-[4-(4-chloro-3-nitro-benzoylamino)-phenyl]-4-oxo-butyric acid as a yellow solid; MS-(AP+) MH+377.

Sources & evidence

ORD record
ord-b0cc33b517f340e5bcee29dac236fcd2
Source dataset
uspto-grants-2003_04
Patent number
US06541521B1

Reaction notes

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