4-Nitrobenzoyl chloride → HCID 12018803, compound

HRID 1264117Notes

Reaction equation

[N+:1]([C:4]1[CH:12]=[CH:11][C:7]([C:8](Cl)=[O:9])=[CH:6][CH:5]=1)([O-:3])=[O:2].[NH2:13][C:14]1[CH:19]=[CH:18][C:17]([C:20](=[O:27])[CH2:21][CH2:22][C:23]([O:25]C)=[O:24])=[CH:16][CH:15]=1>>[N+:1]([C:4]1[CH:12]=[CH:11][C:7]([C:8]([NH:13][C:14]2[CH:15]=[CH:16][C:17]([C:20](=[O:27])[CH2:21][CH2:22][C:23]([OH:25])=[O:24])=[CH:18][CH:19]=2)=[O:9])=[CH:6][CH:5]=1)([O-:3])=[O:2]

Participants

Reactant 2

HCID 85024-Nitrobenzoyl chloride

HCID 12016833Methyl 4-(4-aminophenyl)-4-oxobutanoate

Product 1

HCID 12018803HCID 12018803, compoundYield 11.7%

Procedure

In a manner similar to that described in Example 3, 4-nitro-benzoyl chloride (0.062 g, 0.00034 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 0.010 g of 4-[4-(4-nitro-benzoylamino)-phenyl]-4-oxo-butyric acid as a yellow solid; MS-(AP+) MH+343.

Sources & evidence

ORD record: ord-579110ca033d4f409bbedab60c6ec085
Source dataset: uspto-grants-2003_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06541521B1

Reaction notes

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