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

HRID 1721049Notes

Reaction equation

HRID 1721049 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 solvenet 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 solvenet was removed by distillation under reduced pressure

Sources & evidence

ORD record
ord-68eb03e2399e4f2cb728f6e73ae5396b
Source dataset
uspto-grants-1996_04
Patent number
US05508415

Reaction notes

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