Ammonia → 6-Methylnicotinamide

Reaction equation

[CH3:1][C:2]1[CH:11]=[CH:10][C:5]([C:6](OC)=[O:7])=[CH:4][N:3]=1.[NH3:12]>>[CH3:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([NH2:12])=[O:7])=[CH:4][N:3]=1

Participants

Reactant 2

HCID 222Ammonia

HCID 231548Methyl 6-methylnicotinate

Product 1

HCID 963516-MethylnicotinamideYield 72%

Procedure

A mixture of methyl 6-methylnicotinate (13.9 g) and 28% aqueous ammonia (140 mL) was stirred at room temperature for 4 hr. The reaction mixture was concentrated under reduced pressure, and the residue was recrystallized from ethanol to give the title compound as a white solid (yield 8.98 g, 72%).

Workup

concentrationThe reaction mixture was concentrated under reduced pressure
customthe residue was recrystallized from ethanol

Sources & evidence

ORD record: ord-2f4e026cb32e40909c09107827329388
Source dataset: uspto-grants-2013_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08436187B2

Reaction notes

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