Ammonia → 3-Amino-4-cyanopyridine-2-carboxamide

HRID 1107367Notes

Reaction equation

HRID 1107367 reaction equation
[NH2:1][C:2]1[C:3]([C:10]([O:12]CC)=O)=[N:4][CH:5]=[CH:6][C:7]=1[C:8]#[N:9].[NH3:15]>>[NH2:1][C:2]1[C:3]([C:10]([NH2:15])=[O:12])=[N:4][CH:5]=[CH:6][C:7]=1[C:8]#[N:9]

Participants

3

Reactant 2

HCID 222Ammonia2×HCID 22462344Ethyl 3-amino-4-cyanopyridine-2-carboxylate

Product 1

HCID 224624043-Amino-4-cyanopyridine-2-carboxamideYield 94%

Conditions

Temperature
100 °C

Procedure

A mixture of liquid ammonia (30 ml) and ethyl 3-amino-4-cyanopyridine-2-carboxylate (Preparation 11; 2.8 g, 0.0147 mol) was heated at 100° C. in an autoclave for 18 hours. The ammonia was allowed to evaporate and the resulting product crystallized from ethyl acetate to give the title compound as an off-white solid (2.2 g, 94%), m.p. >310° C.

Workup

  1. customto evaporate
  2. customthe resulting product crystallized from ethyl acetate

Sources & evidence

ORD record
ord-631924f17f874ffda6e1ce98a91584a4
Source dataset
uspto-grants-2000_05
Patent number
US06060477

Reaction notes

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