Potassium Hydroxide → 2-[[O-[N-methyl-N-(cyclohexylthiosulfenyl)carbamoyl]oximino]]-3,5,5-trimethylthiazolidin-4-one

HRID 224380Notes

Reaction equation

HRID 224380 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][S:18][CH:19]1[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]1)[C:14](F)=[O:15].[OH-].[K+]>>[CH3:12][N:13]([S:17][S:18][CH:19]1[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]1)[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

4

Reactant 3

HCID 14797Potassium HydroxideHCID 22748626N-methyl-N-(cyclohexylthiosulfenyl) carbamoyl fluorideHCID 713633892-(Hydroxyimino)-3,5,5-trimethyl-1,3-thiazolidin-4-one

Product 1

HCID 537865502-[[O-[N-methyl-N-(cyclohexylthiosulfenyl)carbamoyl]oximino]]-3,5,5-trimethylthiazolidin-4-one

Procedure

2-[[O-[N-Methyl-N-(cyclohexylthiosulfenyl)carbamoyl]oximino]]-3,5,5-trimethylthiazolidin-4-one was prepared according to the procedure described in Example X by reacting 3.48 g (0.02 m) of 3,5,5-trimethyl-2-oximino thiazolidin-4-one with 4.47 g (0.02 m) of N-methyl-N-(cyclohexylthiosulfenyl) carbamoyl fluoride and 1.32 g (0.02 m) of potassium hydroxide. Weight of 2-[[O-[N-methyl-N-(cyclohexylthiosulfenyl)carbamoyl]oximino]]-3,5,5-trimethylthiazolidin-4-one produced was 3.1 g. m.p. 86°-88° C.

Workup

  1. custom2-[[O-[N-Methyl-N-(cyclohexylthiosulfenyl)carbamoyl]oximino]]-3,5,5-trimethylthiazolidin-4-one was prepared

Sources & evidence

ORD record
ord-e53a2db7ecff49c9aa911f5d372da5b0
Source dataset
uspto-grants-1980_11
Patent number
US04232035

Reaction notes

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