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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 224382Generated: October 27, 2026

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

https://huagongshe.com/reaction/224382

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantN-Methyl-N(4-Methylphenylthiosulfenyl)Carbamoyl FluorideHCID 23332987—
Reactant2-(Hydroxyimino)-3,5,5-trimethyl-1,3-thiazolidin-4-oneHCID 71363389—
Solvent1,4-DioxaneHCID 31275—
Product2-[[O-[N-Methyl-N-(4-methylphenylthiosulfenyl)carbamoyl]oximino]]-3,5,5-trimethylthiazolidin-4-oneHCID 53667927—

Reaction Steps

2-[[O-[N-Methyl-N-(4-methylphenylthiosulfenyl)carbamoyl]oximino]]-3,5,5-trimethylthiazolidin-4-one was prepared according to the procedure described in Example I, by reacting 5.0 g (0.0287 m) of 3,5,5-trimethyl-2-oximino thiazolidin-4-one, 6.64 g (0.028 m) of N-methyl-N-(4-methylphenylthiosulfenyl)carbamoyl fluoride and 2.9 g (0.0287 m) of triethylamine in 50 ml of dioxane. 2-[[O-[N-Methyl-N-(4-methylphenylthiosulfenyl)carbamoyl]oximino]]-3,5,5-trimethylthiazolidin-4-one was crystallized from ethylacetate-hexane to yield 8.0 g of solid, m.p. 116°-118° C. It was then recrystallized from ethyl acetate isopropyl ether, to yield a solid, m.p. 123°-125° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04232035
Source datasetuspto-grants-1980_11
ORD IDord-aaa0567b70354eafb83901a48fc8e5f2
Source noteuspto-grants-1980_11