Hydrochloric Acid → 2(3H)-Thiazolimine, 5-methyl-3-[3-(trifluoromethyl)phenyl]-

HRID 5322

Reaction equation

HRID 5322 reaction equation
C([N:4]=[C:5]1[N:9]([C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([C:16]([F:19])([F:18])[F:17])[CH:11]=2)[CH:8]=[C:7]([CH3:20])[S:6]1)(=O)C.Cl>C(O)C.O>[NH:4]=[C:5]1[N:9]([C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([C:16]([F:19])([F:17])[F:18])[CH:11]=2)[CH:8]=[C:7]([CH3:20])[S:6]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 152396782-(Acetylimino)-3-(3-trifluoromethylphenyl)-5-methylthiazoline

Product 1

HCID 110215462(3H)-Thiazolimine, 5-methyl-3-[3-(trifluoromethyl)phenyl]-Yield 46.5%

Reagents, catalysts & solvents 1

HCID 19096565Water ethanolSolvent

Procedure

A mixture of 2-(acetylimino)-3-(3-trifluoromethylphenyl)-5-methylthiazoline (1 g) and hydrochloric acid (38 %, 4 ml) in ethanol-water (1:2, 15 ml) was refluxed for 3 hours. Ethanol was removed by distillation under reduced pressure, and the residue was neutralized with potassium carbonate, extracted with ethyl acetate and dried over anhydrous magnesium sulfate. The solvent was removed by distillation under reduced pressure to give 0.4 g of 2-imino-3-(3-trifluoromethylphenyl)-5-methylthiazoline (Compound (xi)).

Workup

  1. temperaturewas refluxed for 3 hours
  2. customEthanol was removed by distillation under reduced pressure
  3. extractionextracted with ethyl acetate
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customThe solvent was removed by distillation under reduced pressure

Sources & evidence

ORD record
ord-27da8e1d973d4c9ba83f51d41249d0ee
Source dataset
uspto-grants-1993_09
Patent number
US05244863

Linked notes

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