HCID 20381791, compound → HCID 53691768, compound

HRID 1833436Notes

Reaction equation

HRID 1833436 reaction equation
[CH3:1][N:2]1[C:6](=[O:7])[C:5]([CH3:9])([CH3:8])[S:4][C:3]1=[N:10][OH:11].[CH3:12][N:13]([S:17][C:18]([C:25]([O:27][CH2:28][CH3:29])=[O:26])([C:20]([O:22][CH2:23][CH3:24])=[O:21])[Cl:19])[C:14](Cl)=[O:15]>O1CCOCC1.O>[CH3:12][N:13]([S:17][C:18]([C:25]([O:27][CH2:28][CH3:29])=[O:26])([C:20]([O:22][CH2:23][CH3:24])=[O:21])[Cl:19])[C:14]([O:11][N:10]=[C:3]1[N:2]([CH3:1])[C:6](=[O:7])[C:5]([CH3:9])([CH3:8])[S:4]1)=[O:15]

Participants

5

Reactant 2

HCID 20381791HCID 20381791, compoundHCID 713633892-(Hydroxyimino)-3,5,5-trimethyl-1,3-thiazolidin-4-one3×

Product 1

HCID 53691768HCID 53691768, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Procedure

A mixture of 1.91g (0.011m) of 3,5,5-trimethyl-2-oximinothiazolidin-4-one, 5.0g (0.011m) of a 70 percent solution of N-methyl-N-(bis-ethoxycarbonylchloromethanesulfenyl) carbamoyl chloride and 1.11g (0.011m) of triethylamine in 100 ml of dioxane was stirred overnight at room temperature. The reaction mixture was diluted with water, the product was extracted into ethylacetate and the organic phase was washed with water, and dried over magnesium sulfate. Removal of the solvent gave a residual oil which was purified by chromatography through silica gel.

Workup

  1. extractionthe product was extracted into ethylacetate
  2. washthe organic phase was washed with water
  3. dry with materialdried over magnesium sulfate
  4. customRemoval of the solvent
  5. customgave a residual oil which
  6. customwas purified by chromatography through silica gel

Sources & evidence

ORD record
ord-a339fd5b110f4ee8ae47b2627e830ec2
Source dataset
uspto-grants-1978_01
Patent number
US04066689

Reaction notes

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