1,1'-Carbonyldiimidazole → HCID 178522654, compound

HRID 904561Notes

Reaction equation

HRID 904561 reaction equation
[O:1]=[C:2]1[N:7]2[CH:8]=[C:9]([C:12]([OH:14])=O)[CH:10]=[CH:11][C:6]2=[N:5][C:4]2=[CH:15][S:16][CH:17]=[C:3]12.C(N1C=CN=C1)(N1C=CN=C1)=O.O.[NH2:31][C:32]1[NH:36][N:35]=[N:34][N:33]=1>CN(C)C=O.CC(C)=O>[O:1]=[C:2]1[N:7]2[CH:8]=[C:9]([C:12]([NH:31][C:32]3[NH:36][N:35]=[N:34][N:33]=3)=[O:14])[CH:10]=[CH:11][C:6]2=[N:5][C:4]2=[CH:15][S:16][CH:17]=[C:3]12

Participants

6

Reactant 3

HCID 682631,1'-CarbonyldiimidazoleHCID 12953067HCID 12953067, compoundHCID 178509300HCID 178509300, compound

Product 1

HCID 178522654HCID 178522654, compound

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 6228DimethylformamideSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 10-oxo-10H-pyrido[1,2-a]thieno[3,4-d]pyrimidine-7-carboxylic acid (0.7 g., 0.003 mol) and 1,1'-carbonyldiimidazole (0.94 g., 0.006 mol) in dimethylformamide (25 ml) is heated at 100° C. with stirring under nitrogen for 1.5 hours. 5-Aminotetrazole monohydrate (0.3 g., 0.003 mol) is added and the resulting mixture is heated at 100° C. for 2 hours. The reaction mixture is cooled and diluted with acetone. The precipitate is filtered off, washed with boiling dimethylformamide, and dried to give the product (0.46 g.), mp 280° C. (dec).

Workup

  1. temperaturethe resulting mixture is heated at 100° C. for 2 hours
  2. temperatureThe reaction mixture is cooled
  3. filtrationThe precipitate is filtered off
  4. washwashed with boiling dimethylformamide
  5. customdried
  6. customto give the product (0.46 g.), mp 280° C. (dec)

Sources & evidence

ORD record
ord-4d788655936d43358a60ad74114f8a65
Source dataset
uspto-grants-1980_10
Patent number
US04230707

Reaction notes

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