Glyoxal hydrate → HCID 86734040, compound

HRID 1287237Notes

Reaction equation

HRID 1287237 reaction equation
[NH2:1][C:2]1[C:3]([NH:15][CH2:16][CH2:17][CH2:18][N:19]([CH3:21])[CH3:20])=[C:4]([C:10]([O:12][CH2:13][CH3:14])=[O:11])[C:5]([CH3:9])=[N:6][C:7]=1[NH2:8].O.[CH:23]([CH:25]=O)=O>C1(C)C=CC=CC=1>[CH3:20][N:19]([CH3:21])[CH2:18][CH2:17][CH2:16][NH:15][C:3]1[C:2]2[C:7](=[N:8][CH:23]=[CH:25][N:1]=2)[N:6]=[C:5]([CH3:9])[C:4]=1[C:10]([O:12][CH2:13][CH3:14])=[O:11]

Participants

4

Reactant 2

HCID 21880647Glyoxal hydrateHCID 86734041HCID 86734041, compound

Product 1

HCID 86734040HCID 86734040, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

3 g. of crude 5,6-diamino-4-[[3-(dimethylamino)propyl]-amino]-2-methylpyridine-3-carboxylic acid, ethyl ester and 1 g. of glyoxal-monohydrate are refluxed in 20 ml. of toluene for 4 hours. After evaporation of the solvent and addition of a small amount of charcoal, the residue is extracted with 50 ml. of boiling gasoline. On cooling 8-[[3-(dimethylamino)propyl]amino]-6-methylpyrido[2,3-b]pyrazine-7-carboxylic acid, ethyl ester precipitates, m.p. 42°-44° (gasoline).

Workup

  1. customAfter evaporation of the solvent and addition of a small amount of charcoal
  2. extractionthe residue is extracted with 50 ml
  3. temperatureOn cooling 8-[[3-(dimethylamino)propyl]amino]-6-methylpyrido[2,3-b]pyrazine-7-carboxylic acid, ethyl ester
  4. customprecipitates

Sources & evidence

ORD record
ord-ed17ef5ff9d644a389a8b917be25f816
Source dataset
uspto-grants-1976_10
Patent number
US03984412

Reaction notes

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