HCID 54012549, compound → HCID 54328425, compound

HRID 1833435Notes

Reaction equation

HRID 1833435 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:21](=[O:28])[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)([CH3:20])[CH3:19])[C:14](Cl)=[O:15]>O1CCOCC1.O.C(OC(=O)C)C>[CH3:12][N:13]([S:17][C:18]([C:21](=[O:28])[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)([CH3:20])[CH3:19])[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

6

Reactant 2

HCID 54012549HCID 54012549, compound2×HCID 713633892-(Hydroxyimino)-3,5,5-trimethyl-1,3-thiazolidin-4-one

Product 1

HCID 54328425HCID 54328425, compound

Reagents, catalysts & solvents 3

HCID 962WaterSolventHCID 8857Ethyl AcetateSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of 2.5g (0.015m) of 3,5,5-trimethyl-2-oximino-thiazolidin-4-one and 3.93g (0.015m) of N-methyl-N-(2-benzoyl-2-propanesulfenyl)carbamoyl chloride in 100 ml of dioxane was added 1.5g (0.015m) of triethylamine. After stirring at room temperature for 16 hours, the reaction mixture was diluted with water and the product isolated in ethylacetate. Recrystallized from isopropyl ether. Weight of the product 1.3g, m.p. 98°-100° C.

Workup

  1. customRecrystallized from isopropyl ether

Sources & evidence

ORD record
ord-50ab7a82ed724744a250a30257d03fb7
Source dataset
uspto-grants-1978_01
Patent number
US04066689

Reaction notes

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