Benzoyl chloride, 3-nitro- → HCID 12018802, compound

HRID 1264109Notes

Reaction equation

HRID 1264109 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:10]=[CH:11][CH:12]=1)[C:7](Cl)=[O:8])([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:5]=[C:6]([CH:10]=[CH:11][CH:12]=1)[C:7]([NH:13][C:14]1[CH:15]=[CH:16][C:17]([C:20](=[O:27])[CH2:21][CH2:22][C:23]([OH:25])=[O:24])=[CH:18][CH:19]=1)=[O:8])([O-:3])=[O:2]

Participants

3

Reactant 2

HCID 8495Benzoyl chloride, 3-nitro-HCID 12016833Methyl 4-(4-aminophenyl)-4-oxobutanoate

Product 1

HCID 12018802HCID 12018802, compoundYield 25.7%

Procedure

In a manner similar to that described in Example 3, 3-nitro-benzoyl chloride (0.064 g, 0.00035 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 0.022 g of 4-[4-(3-nitro-benzoylamino)-phenyl]-4-oxo-butyric acid as a yellow solid; MS-(AP+) MH+343.

Sources & evidence

ORD record
ord-35a7353c8513410f875a4c761280acbd
Source dataset
uspto-grants-2003_04
Patent number
US06541521B1

Reaction notes

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