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

HRID 1721048
Notes
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Reaction equation

HRID 1721048 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
ParticipantsProcedureWorkupSources & evidenceReaction notes

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 6212
Chloroform
Solvent

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-83fc121bc4ed4d7d9c3e3720575a462a
Source dataset
uspto-grants-1996_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05508415

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes