Pentane → 2-[[O-[N-Methyl-N-(-butylthiosulfenyl)carbamoyl]oximino]]-3,5,5-trimethylthiazolidin-4-one

HRID 224379Notes

Reaction equation

HRID 224379 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].[CH2:12]([S:16][S:17][NH:18][C:19](F)=[O:20])[CH2:13][CH2:14][CH3:15].[OH-].[K+].[CH3:24]CCCC>>[CH3:24][N:18]([S:17][S:16][CH2:12][CH2:13][CH2:14][CH3:15])[C:19]([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:20]

Participants

5

Reactant 4

HCID 8003PentaneHCID 14797Potassium HydroxideHCID 713633892-(Hydroxyimino)-3,5,5-trimethyl-1,3-thiazolidin-4-oneHCID 86737314Butylthiosulfenylcarbamoyl fluoride

Product 1

HCID 538230892-[[O-[N-Methyl-N-(-butylthiosulfenyl)carbamoyl]oximino]]-3,5,5-trimethylthiazolidin-4-one

Procedure

2-[[O-[N-Methyl-N-(-butylthiosulfenyl)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 3.96 g (0.02 m) of N-methyl-N-(-butylthiosulfenylcarbamoyl fluoride and 1.3 g (0.02 m) of pulverized potassium hydroxide and 0.02 g of crown ether. The residual oil was taken in pentane and chilled to yield 5.0 g of a white solid, m.p. 36°-37° C.

Workup

  1. temperaturechilled

Sources & evidence

ORD record
ord-bb982bd1e24041ffb5fd83ed7f8ddb49
Source dataset
uspto-grants-1980_11
Patent number
US04232035

Reaction notes

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