Butylamine → N-n-butyl-4-acetamidobenzamide

HRID 1108510Notes

Reaction equation

[N+](C1C=C[C:7]([C:8](Cl)=[O:9])=CC=1)([O-])=O.C(N)CCC.[CH2:18]([NH:22][C:23](=[O:33])[C:24]1[CH:29]=[CH:28][C:27]([N+:30]([O-])=O)=[CH:26][CH:25]=1)[CH2:19][CH2:20][CH3:21]>>[CH2:18]([NH:22][C:23](=[O:33])[C:24]1[CH:29]=[CH:28][C:27]([NH:30][C:8](=[O:9])[CH3:7])=[CH:26][CH:25]=1)[CH2:19][CH2:20][CH3:21]

Participants

Reactant 3

HCID 8007Butylamine

HCID 85024-Nitrobenzoyl chloride

HCID 347929N-butyl-4-nitrobenzamide

Product 1

HCID 2425673N-n-butyl-4-acetamidobenzamide

Procedure

The method of Example 3 is repeated using 4-nitrobenzoyl chloride and n-butyl amine in the amidation step. This yields N-n-butyl-4-nitrobenzamide (CPI1045).

Sources & evidence

ORD record: ord-e8e10b8c35824bb9954dcadac1f5ee62
Source dataset: uspto-grants-2000_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06066765

Reaction notes

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