1,1'-Carbonyldiimidazole → HCID 178522704, compound

HRID 441653Notes

Reaction equation

HRID 441653 reaction equation
[C:1]([C:4]1[C:12](=[O:13])[N:11]2[C:7]([S:8][C:9]3[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][C:10]=32)=[N:6][CH:5]=1)([OH:3])=O.C(N1C=CN=C1)(N1C=CN=C1)=O.[NH2:31][C:32]1[NH:36][N:35]=[N:34][N:33]=1>CN(C)C=O>[NH:33]1[C:32]([NH:31][C:1]([C:4]2[C:12](=[O:13])[N:11]3[C:7]([S:8][C:9]4[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][C:10]=43)=[N:6][CH:5]=2)=[O:3])=[N:36][N:35]=[N:34]1

Participants

5

Reactant 3

HCID 682631,1'-CarbonyldiimidazoleHCID 21419490HCID 21419490, compoundHCID 178509299HCID 178509299, compound

Product 1

HCID 178522704HCID 178522704, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In a manner similar to Example 4, 1.4 g. of 3-carboxy-7-chloro-4-oxo-4H-pyrimido[2,1-b]benzothiazole is reacted with 892 mg. of 1,1'-carbonyldiimidazole in 60 ml. of dimethylformamide at steam bath temperatures for 15 min. 5-Aminotetrazole (468 mg.) is added and the reaction mixture is heated for 30 min. The resulting suspension is cooled and filtered, 1.5 g., m.p. > 300° C.

Workup

  1. temperaturethe reaction mixture is heated for 30 min
  2. temperatureThe resulting suspension is cooled
  3. filtrationfiltered

Sources & evidence

ORD record
ord-54693ec9f7054ca78ed6d881719e37f0
Source dataset
uspto-grants-1977_08
Patent number
US04041163

Reaction notes

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