Ammonia → HCID 53842883, compound

HRID 2397564Notes

Reaction equation

HRID 2397564 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[C:7]([CH3:23])=[N:8][C:9]([N:16]2[CH2:21][CH2:20][N:19]([CH3:22])[CH2:18][CH2:17]2)=[C:10]([N+:13]([O-:15])=[O:14])[C:11]=1Cl)=[O:5])[CH3:2].[NH3:24]>>[CH2:1]([O:3][C:4]([C:6]1[C:7]([CH3:23])=[N:8][C:9]([N:16]2[CH2:21][CH2:20][N:19]([CH3:22])[CH2:18][CH2:17]2)=[C:10]([N+:13]([O-:15])=[O:14])[C:11]=1[NH2:24])=[O:5])[CH3:2]

Participants

3

Reactant 2

HCID 222AmmoniaHCID 12387600HCID 12387600, compound

Product 1

HCID 53842883HCID 53842883, compound

Procedure

33.3 g. of 4-chloro-2-methyl-6-(4-methyl-1-piperazinyl)-5-nitropyridine-3-carboxylic acid ethyl ester (0.1 mol) are dissolved in about 100 ml. of alcohol. 50 ml. of aqueous ammonia solution (30%) are added and the mixture is heated in an autoclave at 80° for 10 hours. After this time, the solution is evaporated to dryness and the residue is extracted with hot alcohol. On cooling, 25.2 g. of 4-amino-2-methyl-6-(4-methyl-1-piperazinyl)-5-nitropyridine-3-carboxylic acid ethyl ester precipitate, (78%), m.p. 73°-75° (methanol).

Workup

  1. temperaturethe mixture is heated in an autoclave at 80° for 10 hours
  2. customAfter this time, the solution is evaporated to dryness
  3. extractionthe residue is extracted with hot alcohol
  4. temperatureOn cooling

Sources & evidence

ORD record
ord-76b32aa1a5934bc29ae07c9db3760fd4
Source dataset
uspto-grants-1977_05
Patent number
US04022779

Reaction notes

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