Methanol → HCID 10655229, compound

HRID 485044Notes

Reaction equation

HRID 485044 reaction equation
C([N:4]([C:8]1[S:9][C:10]2[CH:16]=[CH:15][CH:14]=[CH:13][C:11]=2[N:12]=1)[C:5]#[C:6][CH3:7])(=O)C.CO.C(=O)([O-])[O-].[K+].[K+]>C(Cl)(Cl)Cl>[CH2:5]([NH:4][C:8]1[S:9][C:10]2[CH:16]=[CH:15][CH:14]=[CH:13][C:11]=2[N:12]=1)[C:6]#[CH:7]

Participants

5

Reactant 3

HCID 887MethanolHCID 11430Potassium CarbonateHCID 20271328HCID 20271328, compound

Product 1

HCID 10655229HCID 10655229, compoundYield 101.4%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A mixture of compound (f) (1.0 g), 80% methanol (20 ml) and potassium carbonate (1.0 g) was refluxed by heating for 1 hour and evaporated to remove the solvent. The residue was extracted with chloroform. The extract was washed with water, dried, and evaporated to remove the solvent. The residue was applied to column chromatography on silica gel (20 g) to give 2-(2-propynylamino)benzothiazole (g) (829 mg, yield 100%) from chloroform eluate: mp. 134°-135° C. (acetone-hexane).

Workup

  1. temperaturewas refluxed
  2. temperatureby heating for 1 hour
  3. customevaporated
  4. customto remove the solvent
  5. extractionThe residue was extracted with chloroform
  6. washThe extract was washed with water
  7. customdried
  8. customevaporated
  9. customto remove the solvent

Sources & evidence

ORD record
ord-34157558303648c082237017882b5f8e
Source dataset
uspto-grants-1985_08
Patent number
US04535088

Reaction notes

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