Potassium Carbonate → HCID 14032916, compound

HRID 986389Notes

Reaction equation

HRID 986389 reaction equation
Cl[CH2:2][C:3]([NH:5][NH:6][C:7]([C:9]1[N:16]2[C:12]([S:13][CH:14]=[CH:15]2)=[N:11][C:10]=1[CH3:17])=[O:8])=[O:4].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH3:17][C:10]1[N:11]=[C:12]2[N:16]([C:9]=1[C:7]1[O:8][CH2:2][C:3](=[O:4])[NH:5][N:6]=1)[CH:15]=[CH:14][S:13]2

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 20157431HCID 20157431, compound

Product 1

HCID 14032916HCID 14032916, compoundYield 37.5%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 16 g of N'-chloroacetyl-6-methylimidazo[2,1-b]thiazole-5-carbohydrazide and 14 g of potassium carbonate in 160 ml of dimethylformamide is stirred under heating at 50°-60° C. for 4 hours. After insoluble substances are filtered off, the dimethylformamide is distilled off and to residual oil is added ethanol. The precipitated crystals are collected by filtration and recrystallized from methanol to give 5.2 g of 2-(6-methylimidazo[2,1-b]thiazol-5-yl)-4,6-dihydro-1,3,4-oxadiazin-5-one as pale yellow crystals, melting at 274°-275° C. with decomposition.

Workup

  1. temperatureunder heating at 50°-60° C. for 4 hours
  2. filtrationAfter insoluble substances are filtered off
  3. distillationthe dimethylformamide is distilled off and to residual oil
  4. additionis added ethanol
  5. filtrationThe precipitated crystals are collected by filtration
  6. customrecrystallized from methanol

Sources & evidence

ORD record
ord-d2ed4abb6ac04955a387f7bb31566e12
Source dataset
uspto-grants-1987_12
Patent number
US04713381

Reaction notes

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