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

HRID 232572Notes

Reaction equation

HRID 232572 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 crystallised from ethyl acetate to give the title compound as an off-white solid (2.2 g, 94%), m.p. >310° C. Found: C,51.84; H,3.69; N,34.30. C7H6N4O requires C,51.85; H,3.73; N,34.56%.

Workup

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

Sources & evidence

ORD record
ord-9878bf0305be40f8a654c052e0405057
Source dataset
uspto-grants-1997_01
Patent number
US05591742

Reaction notes

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