1,1'-Carbonyldiimidazole → HCID 178493957, compound

HRID 1973362Notes

Reaction equation

HRID 1973362 reaction equation
[CH3:1][O:2][C:3]1[C:4]([C:13]([OH:15])=O)=[N:5][C:6]2[C:11]([N:12]=1)=[CH:10][CH:9]=[CH:8][CH:7]=2.C1N=CN(C(N2C=NC=C2)=O)C=1.[NH2:28][C:29]1[NH:33][N:32]=[N:31][N:30]=1>O1CCCC1.CN(C)C=O>[CH3:1][O:2][C:3]1[C:4]([C:13]([NH:28][C:29]2[NH:33][N:32]=[N:31][N:30]=2)=[O:15])=[N:5][C:6]2[C:11]([N:12]=1)=[CH:10][CH:9]=[CH:8][CH:7]=2

Participants

6

Reactant 3

HCID 682631,1'-CarbonyldiimidazoleHCID 214913233-Methoxyquinoxaline-2-carboxylic acidHCID 178509299HCID 178509299, compound

Product 1

HCID 178493957HCID 178493957, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8028TetrahydrofuranSolvent

Procedure

3Methoxy-2-quinoxalinecarboxylic acid (1.5 g) and N,N-carbonyldiimidazole (1.2 g) in tetrahydrofuran (50 ml) were heated under reflux for 15 minutes. 5-Amino-1H-tetrazole (0.7 g) in dimethylformamide (5 ml) was added and the solution was heated under reflux for 1 hour. The crystalline solid was collected and stirred with dilute hydrochloric acid (25 ml., 2N) and the solid was filtered off and dried. It had m.p. 260° (d) (45%).

Workup

  1. temperatureunder reflux for 15 minutes
  2. temperaturethe solution was heated
  3. temperatureunder reflux for 1 hour
  4. customThe crystalline solid was collected
  5. filtrationthe solid was filtered off
  6. customdried

Sources & evidence

ORD record
ord-f54e645f40f74558a9bcb0a4db3f3289
Source dataset
uspto-grants-1976_12
Patent number
US03997535

Reaction notes

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