Butylamine → N-Butyl-2-methyl-5-nitropyridine-3-carboxamide

HRID 972751Notes

Reaction equation

HRID 972751 reaction equation
[CH2:1]([NH2:5])[CH2:2][CH2:3][CH3:4].[CH3:6][C:7]1[N:17]=[CH:16][C:15]([N+:18]([O-:20])=[O:19])=[CH:14][C:8]=1[C:9](OCC)=[O:10]>>[CH2:1]([NH:5][C:9](=[O:10])[C:8]1[CH:14]=[C:15]([N+:18]([O-:20])=[O:19])[CH:16]=[N:17][C:7]=1[CH3:6])[CH2:2][CH2:3][CH3:4]

Participants

3

Reactant 2

HCID 8007ButylamineHCID 287239Ethyl 2-methyl-5-nitronicotinate

Product 1

HCID 47128297N-Butyl-2-methyl-5-nitropyridine-3-carboxamide

Procedure

To n-butylamine (5 ml.) was added ethyl 2-methyl-5-nitronicotinate (1 g.) and the resulting mixture was stirred at room temperature for 18 hours. The reaction mixture was purified by a silica gel dry column chromatography to give 0.9 g. of the desired pale orange crystals. mp 98° - 99° C.

Workup

  1. customThe reaction mixture was purified by a silica gel
  2. customdry column chromatography
  3. customto give 0.9 g

Sources & evidence

ORD record
ord-fa90e0a18e644d39a94e825411be9eaa
Source dataset
uspto-grants-1977_10
Patent number
US04053608

Reaction notes

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