Water → 2-Imino-3-(3-trifluoromethylphenyl)-5-ethylthiazoline

HRID 5321Notes

Reaction equation

HRID 5321 reaction equation
C(OC([N:8]=[C:9]1[N:13]([C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([C:20]([F:23])([F:22])[F:21])[CH:15]=2)[CH:12]=[C:11]([CH2:24][CH3:25])[S:10]1)=O)(C)(C)C.FC(F)(F)C(O)=O.O.C(=O)([O-])[O-].[K+].[K+]>C(Cl)(Cl)Cl>[NH:8]=[C:9]1[N:13]([C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([C:20]([F:23])([F:21])[F:22])[CH:15]=2)[CH:12]=[C:11]([CH2:24][CH3:25])[S:10]1

Participants

6

Reactant 4

HCID 962WaterHCID 6422Trifluoroacetic acidHCID 11430Potassium CarbonateHCID 537440782-(t-Butoxycarbonylimino)-3-(3-trifluoromethylphenyl)-5-ethylthiazoline

Product 1

HCID 152396672-Imino-3-(3-trifluoromethylphenyl)-5-ethylthiazolineYield 41%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A mixture of 2-(t-butoxycarbonylimino)-3-(3-trifluoromethylphenyl)-5-ethylthiazoline (1 g) and trifluoroacetic acid (3 g) in chloroform (20 ml) was stirred at room temperature for 3 hours, followed by addition of water (50 ml) thereto. The resultant mixture was neutralized with potassium carbonate, extracted with chloroform and dried over anhydrous magnesium sulfate. The solvent was removed by distillation under reduced pressure, and the residue was subjected to column chromatography to give 0.3 g of 2-imino-3-(3-trifluoromethylphenyl)-5-ethylthiazoline (Compound (x)).

Workup

  1. extractionextracted with chloroform
  2. dry with materialdried over anhydrous magnesium sulfate
  3. customThe solvent was removed by distillation under reduced pressure

Sources & evidence

ORD record
ord-731ffa4941074c3ab5ffbb7afac94057
Source dataset
uspto-grants-1993_09
Patent number
US05244863

Reaction notes

Loading…