Thioacetamide → HCID 18347145, compound

HRID 2269299Notes

Reaction equation

HRID 2269299 reaction equation
[Br:1]C1CC2C(=CC=C(OCC(F)(F)F)C=2)C1=O.C(N)(=S)C.Br.[CH3:23][C:24]1[S:25][CH:26]2[CH2:35][C:34]3[CH:33]=[C:32]([O:36][CH2:37][C:38]([F:41])([F:40])[F:39])[CH:31]=[CH:30][C:29]=3[C:27]2(O)[N:28]=1>CC(C)=O>[BrH:1].[CH3:23][CH:24]1[N:28]=[C:27]2[C:29]3[CH:30]=[CH:31][C:32]([O:36][CH2:37][C:38]([F:41])([F:39])[F:40])=[CH:33][C:34]=3[CH:35]=[C:26]2[S:25]1

Participants

5

Reactant 3

HCID 2723949ThioacetamideHCID 18347148HCID 18347148, compoundHCID 18347154HCID 18347154, compound

Product 1

HCID 18347145HCID 18347145, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

2-Bromo-5-(2,2,2-trifluoroethoxy)indan-1-one is stirred with an equivalent amount of thioacetamide in acetone at room temperature for 5 h. The precipitate consisting of 2-methyl-6-(2,2,2-trifluoroethoxy)-8,8a-dihydroindeno[1,2-d]thiazol-3a-ol hydrobromide is removed and boiled in 15 ml of glacial acetic acid. The solvent is removed by distillation under reduced pressure, and the residue is induced to crystallize under diisopropyl ether. Colorless crystals, melting point 220-224° C.

Workup

  1. customis removed
  2. customThe solvent is removed by distillation under reduced pressure
  3. customto crystallize under diisopropyl ether

Sources & evidence

ORD record
ord-7ff0d3dbd3414aaf97c24225edd1e86f
Source dataset
uspto-grants-2001_12
Patent number
US06329407B1

Reaction notes

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