2-Methylbutylamine → N-2-methylbutyl-4-acetamidobenzamide

HRID 1292252Notes

Reaction equation

[N+](C1C=C[C:7]([C:8](Cl)=[O:9])=CC=1)([O-])=O.CC(CC)CN.[CH3:19][CH:20]([CH2:34][CH3:35])[CH2:21][NH:22][C:23](=[O:33])[C:24]1[CH:29]=[CH:28][C:27]([N+:30]([O-])=O)=[CH:26][CH:25]=1>>[CH3:19][CH:20]([CH2:34][CH3:35])[CH2:21][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

Participants

Reactant 3

HCID 72832-Methylbutylamine

HCID 85024-Nitrobenzoyl chloride

HCID 9899490N-2-methylbutyl-4-nitrobenzamide

Product 1

HCID 9813640N-2-methylbutyl-4-acetamidobenzamide

Procedure

The method of Example 3 is repeated using 4-nitrobenzoyl chloride and 2-methylbutyl amine in the amidation step. This yields N-2-methylbutyl-4-nitrobenzamide (CPI1146).

Sources & evidence

ORD record: ord-5188f5fc87b041539e02a2fcf1240236
Source dataset: uspto-grants-1998_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05756548

Reaction notes

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