Ethanol → HCID 13390866, compound

HRID 1154714Notes

Reaction equation

HRID 1154714 reaction equation
[S:1]1(=[O:11])(=[O:10])[C:5]2=[CH:6][S:7][CH:8]=[C:4]2[C:3](=[S:9])[NH:2]1.[CH2:12](O)C.[OH-].[Na+].IC>O>[CH3:12][S:9][C:3]1[C:4]2=[CH:8][S:7][CH:6]=[C:5]2[S:1](=[O:10])(=[O:11])[N:2]=1

Participants

6

Reactant 4

HCID 702EthanolHCID 6328Methyl iodideHCID 14798Sodium HydroxideHCID 13390867HCID 13390867, compound

Product 1

HCID 13390866HCID 13390866, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a mixture of 0.9 g. (0.0044 mole) of thieno[3,4-d]-isothiazol-3(2H)-thione-1,1-dioxide in 4 ml. of ethanol is added a solution of 0.35 g. (0.0044 mole) of 50% sodium hydroxide in 3 ml. of water. To this thick mixture is added 0.62 g. (0.0044 mole) of iodomethane. The mixture is heated under reflux for 5 minutes, and then filtered to give 0.35 g. of product. On cooling, a second crop of 0.1 g. of material is obtained. A small amount of the first crop is recrystallized from ethanol to afford an analytical sample, m.p. 184°-6°.

Workup

  1. additionTo a mixture of 0.9 g
  2. additionTo this thick mixture is added 0.62 g
  3. temperatureThe mixture is heated
  4. temperatureunder reflux for 5 minutes
  5. filtrationfiltered
  6. customto give 0.35 g
  7. temperatureOn cooling
  8. customof material is obtained
  9. customA small amount of the first crop is recrystallized from ethanol
  10. customto afford an analytical sample, m.p. 184°-6°

Sources & evidence

ORD record
ord-7baf710b3fad4402883fd213af654411
Source dataset
uspto-grants-1984_12
Patent number
US04490527

Reaction notes

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