Ammonia → 3-Amino-4-n-propylpridine-2-carboxamide

HRID 1936697Notes

Reaction equation

HRID 1936697 reaction equation
[NH2:1][C:2]1[C:3]([C:11]([O:13]CC)=O)=[N:4][CH:5]=[CH:6][C:7]=1[CH2:8][CH2:9][CH3:10].[NH3:16]>>[NH2:1][C:2]1[C:3]([C:11]([NH2:16])=[O:13])=[N:4][CH:5]=[CH:6][C:7]=1[CH2:8][CH2:9][CH3:10]

Participants

3

Reactant 2

HCID 222AmmoniaHCID 22462380Ethyl 3-amino-4-propylpyridine-2-carboxylate

Product 1

HCID 537749353-Amino-4-n-propylpridine-2-carboxamideYield 76%

Conditions

Temperature
100 °C

Procedure

A mixture of ethyl 3-amino-4-n-propylpyridine-2-carboxylate (Preparation 5; 7.4 g, 0.035 mol) and liquid ammonia (60 ml) was heated in an autoclave at 100° C. for 18 hours. The mixture was allowed to cool and the ammonia to evaporate, then the residue was crystallized from methanol to give the title compound as a colourless solid (4.84 g, 76%), m.p. 139-141° C.

Workup

  1. temperatureto cool
  2. customthe ammonia to evaporate
  3. customthe residue was crystallized from methanol

Sources & evidence

ORD record
ord-115c1be85ea4473b809b3db3f7b73350
Source dataset
uspto-grants-2002_05
Patent number
US06391885B1

Reaction notes

Loading…