Propylene Oxide → HCID 20546020, compound

HRID 2059172Notes

Reaction equation

HRID 2059172 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([OH:17])([C:13]([F:16])([F:15])[F:14])[C:9]([F:12])([F:11])[F:10])=[CH:4][C:3]=1[SH:18].[O-]CC.[Na+].[CH2:23]1O[CH:24]1[CH3:25]>C(O)C>[CH3:23][CH:24]1[NH:1][C:2]2[CH:7]=[CH:6][C:5]([C:8]([OH:17])([C:9]([F:10])([F:11])[F:12])[C:13]([F:14])([F:15])[F:16])=[CH:4][C:3]=2[S:18][CH2:25]1

Participants

5

Reactant 3

HCID 6378Propylene OxideHCID 2723922Sodium ethoxideHCID 13036817HCID 13036817, compound

Product 1

HCID 20546020HCID 20546020, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 4-amino-3-mercapto[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]-benzene in ethanol containing a trace of sodium ethoxide can be added propylene oxide to the cold solution. An exothermic reaction occurs. When reaction subsides, the solution is heated on the steam bath. The product can be isolated and distilled to give 3,4-dihydro-3-methyl-7-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)-ethyl]-2H-1,4-benzothiazine.

Workup

  1. customAn exothermic reaction
  2. customWhen reaction subsides
  3. temperaturethe solution is heated on the steam bath
  4. customThe product can be isolated
  5. distillationdistilled

Sources & evidence

ORD record
ord-b7d7ae766a7d4a4383ba763ab21e1d10
Source dataset
uspto-grants-1982_03
Patent number
US04322417

Reaction notes

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