N-Methylbutylamine → 4-Bromo-N-butyl-N,3-dimethylbenzamide

HRID 1708071Notes

Reaction equation

[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=O)=[CH:4][C:3]=1[CH3:11].S(Cl)(Cl)=O.[CH3:16][NH:17][CH2:18][CH2:19][CH2:20][CH3:21]>>[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([N:17]([CH2:18][CH2:19][CH2:20][CH3:21])[CH3:16])=[O:8])=[CH:4][C:3]=1[CH3:11]

Participants

Reactant 3

HCID 8068N-Methylbutylamine

HCID 24386Thionyl Chloride

HCID 821314-Bromo-3-methylbenzoic acid

Product 1

HCID 189606034-Bromo-N-butyl-N,3-dimethylbenzamide

Procedure

From 4-bromo-3-methylbenzoic acid (400 mg), thionyl chloride (0.4 ml) and N-methyl-1-butanamine (0.8 ml).

Sources & evidence

ORD record: ord-e6b6bed149644f4db645f26195ebb406
Source dataset: uspto-grants-1994_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05356893

Reaction notes

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