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

HRID 22035Notes

Reaction equation

HRID 22035 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-4028112b77414b52a91b7202d767aecc
Source dataset
uspto-grants-1995_06
Patent number
US05426188

Reaction notes

Loading…