1,1'-Carbonyldiimidazole → HCID 178522709, compound

HRID 441657Notes

Reaction equation

HRID 441657 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]([N+:18]([O-:20])=[O:19])=[CH:14][C:10]=32)=[N:6][CH:5]=1)([OH:3])=O.C(N1C=CN=C1)(N1C=CN=C1)=O.[NH2:33][C:34]1[NH:38][N:37]=[N:36][N:35]=1>CC(N(C)C)=O>[NH:35]1[C:34]([NH:33][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]([N+:18]([O-:20])=[O:19])=[CH:14][C:10]=43)=[N:6][CH:5]=2)=[O:3])=[N:38][N:37]=[N:36]1

Participants

5

Reactant 3

HCID 682631,1'-CarbonyldiimidazoleHCID 10424349HCID 10424349, compoundHCID 178509299HCID 178509299, compound

Product 1

HCID 178522709HCID 178522709, compound

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Procedure

3-Carboxy-7-nitro-4-oxo-4H-pyrimido[2,1-b]benzothiazole (1.34 g.) and 827 mg. of 1,1'-carbonyldiimidazole are added to 60 ml. of dimethylacetamide, and the suspension heated on a steam bath for 15 min. To the resulting solution is added 434 mg. of 5-aminotetrazole and the heating continued for 20 min. The suspension is cooled and filtered. The desired product can be further purified by recrystallization from dimethylformamide.

Workup

  1. additionTo the resulting solution is added 434 mg
  2. temperatureThe suspension is cooled
  3. filtrationfiltered
  4. customThe desired product can be further purified by recrystallization from dimethylformamide

Sources & evidence

ORD record
ord-c4c692d4b9a2440d9b149f53630da529
Source dataset
uspto-grants-1977_08
Patent number
US04041163

Reaction notes

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