Triethylamine → N-Hydroxy-6-methyl-nicotinamidine

HRID 1642820Notes

Reaction equation

[CH3:1][C:2]1[N:7]=[CH:6][C:5]([C:8]#[N:9])=[CH:4][CH:3]=1.[Cl-].[OH:11][NH3+:12].C(N(CC)CC)C>>[OH:11][N:12]=[C:8]([C:5]1[CH:6]=[N:7][C:2]([CH3:1])=[CH:3][CH:4]=1)[NH2:9]

Participants

Reactant 3

HCID 8471Triethylamine

HCID 21645Hydroxylamine HCl

HCID 2819956-Methylpyridine-3-carbonitrile

Product 1

HCID 73867086N-Hydroxy-6-methyl-nicotinamidine

Procedure

1.0 g (8.5 mmol) of 6-methylpyridine-3-carbonitrile, 882 mg (12.7 mmol) of hydroxylammonium chloride and 1.4 ml (10.2 mmol) of triethylamine were reacted according to the General Method 5A. Yield: 1.11 g (87% of theory)

Sources & evidence

ORD record: ord-cf5a47a420aa41459086e065e568fea2
Source dataset: uspto-grants-2012_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08119663B2

Reaction notes

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