1,1'-Carbonyldiimidazole → HCID 178522653, compound

HRID 904566Notes

Reaction equation

HRID 904566 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]=[CH:16][S:17][C:3]1=2.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>[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]=[CH:16][S:17][C:3]1=2

Participants

5

Reactant 3

HCID 682631,1'-CarbonyldiimidazoleHCID 2813353HCID 2813353, compoundHCID 178509300HCID 178509300, compound

Product 1

HCID 178522653HCID 178522653, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 10-oxo-10H-pyrido[1,2-a]thieno[3,2-d]pyrimidine-7-carboxylic acid (1.0 g, 0.0041 mol) and 1,1'-carbonyldiimidazole (1.35 g, 0.0082 mol) in dimethylformamide (10 ml) is heated at 95°-100° C. with stirring under nitrogen for 1.5 hours. 5-Aminotetrazole monohydrate (0.42 g, 0.0041 mol) is added and the resulting mixture is heated at 100° C. for 1-5 hours. The precipitate is filtered off, washed with tetrahydrofuran and recrystallized from dimethylformamide to give the product (0.6 g.), mp 295°-296° C.

Workup

  1. temperatureis heated at 95°-100° C.
  2. filtrationThe precipitate is filtered off
  3. washwashed with tetrahydrofuran
  4. customrecrystallized from dimethylformamide
  5. customto give the product (0.6 g.), mp 295°-296° C.

Sources & evidence

ORD record
ord-cfad632948cf493ea94416f7d0daca23
Source dataset
uspto-grants-1980_10
Patent number
US04230707

Reaction notes

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