Methanol → HCID 13477948, compound

HRID 34535Notes

Reaction equation

HRID 34535 reaction equation
C([O:3][C:4](=[O:26])[CH2:5][C:6]1[CH:25]=[CH:24][C:9]2[N:10]3[C:16]([C:17]4[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=4)=[CH:15][C:14](=[O:23])[N:13]=[C:11]3[S:12][C:8]=2[CH:7]=1)C.CO.C(=O)([O-])[O-].[K+].[K+]>O>[O:23]=[C:14]1[CH:15]=[C:16]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[N:10]2[C:11]([S:12][C:8]3[CH:7]=[C:6]([CH2:5][C:4]([OH:26])=[O:3])[CH:25]=[CH:24][C:9]=32)=[N:13]1

Participants

5

Reactant 3

HCID 887MethanolHCID 11430Potassium CarbonateHCID 13477943ethyl 2-oxo-4-phenyl-2H-pyrimido[2,1-b]benzothiazole-8-acetate

Product 1

HCID 13477948HCID 13477948, compoundYield 75.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A stirred mixture of 2.47 g of ethyl-2-oxo-4-phenyl-2H-pyrimido[2,1-b]benzothiazole-8-acetate, 100 ml of methanol and a solution of 2.47 g of potassium carbonate in 20 ml of water was kept at ambient temperature overnight. The methanol was evaporated and the residue was diluted with water, then acidified with concentrated hydrochloric acid. The precipitate was collected, dried, and crystallized twice from methanol to obtain 1.72 g (75% yield) of 2-oxo-4-phenyl-2H-pyrimido[2,1-b]benzothiazole-8-acetic acid as yellow plates.

Workup

  1. customThe methanol was evaporated
  2. additionthe residue was diluted with water
  3. customThe precipitate was collected
  4. customdried
  5. customcrystallized twice from methanol

Sources & evidence

ORD record
ord-74350d0e283c4801b1e19f766bcecf8a
Source dataset
uspto-grants-1988_08
Patent number
US04762840

Reaction notes

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