HCID 131710569, compound → HCID 178422308, compound

HRID 1973373Notes

Reaction equation

HRID 1973373 reaction equation
[ClH:1].[CH3:2][N:3]([CH3:23])[CH2:4][CH2:5][CH2:6][N:7]1[C:16]2[C:11](=[CH:12][C:13]([CH3:18])=[C:14]([CH3:17])[CH:15]=2)[N:10]=[C:9]([C:19]([OH:21])=O)[C:8]1=[O:22].[NH2:24][C:25]1[NH:29][N:28]=[N:27][N:26]=1>CN(C)C=O>[ClH:1].[CH3:23][N:3]([CH3:2])[CH2:4][CH2:5][CH2:6][N:7]1[C:16]2[C:11](=[CH:12][C:13]([CH3:18])=[C:14]([CH3:17])[CH:15]=2)[N:10]=[C:9]([C:19]([NH:24][C:25]2[NH:29][N:28]=[N:27][N:26]=2)=[O:21])[C:8]1=[O:22]

Participants

4

Reactant 2

HCID 131710569HCID 131710569, compoundHCID 178509299HCID 178509299, compound

Product 1

HCID 178422308HCID 178422308, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

4-(3-Dimethylaminopropyl)-3,4-dihydro-6,7-dimethyl-3-oxo-2-quinoxalinecarboxylic acid, hydrochloride (Example 18b) (0.26 g) and N,N'-carbonyldiimidazole (0.14 g) in dimethylformamide (5 ml) were heated at 100° for 5.5 hours. 5-Amino-1H-tetrazole (0.78 g) was added and heating at 100° was continued for 1 hour. The solid was collected and dissolved in hot aqueous dimethylaminoethanol (8 ml) (5%) and the solution was acidified with 2N hydrochloric acid. The solid that crystallised as the solution cooled was collected and dried. It had m.p. 280°-283° (d) (14%).

Workup

  1. temperatureheating at 100°
  2. customThe solid was collected
  3. dissolutiondissolved in hot aqueous dimethylaminoethanol (8 ml) (5%)
  4. customThe solid that crystallised as the solution
  5. temperaturecooled
  6. customwas collected
  7. customdried

Sources & evidence

ORD record
ord-7200a8fce0164dc3962e5ace22c675dd
Source dataset
uspto-grants-1976_12
Patent number
US03997535

Reaction notes

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