N-Iodosuccinimide → 2-Ethoxycarbonylimino-3-(3-trifluoromethylphenyl)-5-iodothiazoline

HRID 5316

Reaction equation

HRID 5316 reaction equation
[CH2:1]([O:3][C:4]([N:6]=[C:7]1[N:11]([C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([C:18]([F:21])([F:20])[F:19])[CH:13]=2)[CH:10]=[CH:9][S:8]1)=[O:5])[CH3:2].[I:22]N1C(=O)CCC1=O>C(Cl)(Cl)Cl>[CH2:1]([O:3][C:4]([N:6]=[C:7]1[N:11]([C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([C:18]([F:20])([F:21])[F:19])[CH:13]=2)[CH:10]=[C:9]([I:22])[S:8]1)=[O:5])[CH3:2]

Participants

4

Reactant 2

HCID 120273N-IodosuccinimideHCID 543520892-Ethoxycarbonylimino-3-(3-trifluoromethylphenyl)thiazoline

Product 1

HCID 539747642-Ethoxycarbonylimino-3-(3-trifluoromethylphenyl)-5-iodothiazoline

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A solution of 2-ethoxycarbonylimino-3-(3-trifluoromethylphenyl)thiazoline (0.5 g) and N-iodosuccinimide (0.4 g) in chloroform (30 ml) was refluxed for 20 hours. After cooling, the reaction mixture was washed with an aqueous sodium sulfite solution and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure, and the residue was subjected to column chromatography to give 0.1 of 2-ethoxycarbonylimino-3-(3-trifluoromethylphenyl)-5-iodothiazoline (Compound No. 42).

Workup

  1. temperatureAfter cooling
  2. washthe reaction mixture was washed with an aqueous sodium sulfite solution
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-f26ce1c4575d4a3f9dcbacba0e49b836
Source dataset
uspto-grants-1993_09
Patent number
US05244863

Linked notes

Loading…