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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2295069Generated: October 31, 2026

Bromoacetonitrile → 5-[[3,5-Bis(1,1-dimethylethyl)-4-hydroxyphenyl]methylene]-4-oxo-3-thiazolidineacetonitrile

https://huagongshe.com/reaction/2295069

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBromoacetonitrileHCID 11534—
ReactantSodium hydrideHCID 24758—
Reactant5-(3,5-Bis(tert-butyl)-4-hydroxyphenyl)methylene-4-thiazolidinoneHCID 130003—
SolventTetrahydrofuranHCID 8028—
Product5-[[3,5-Bis(1,1-dimethylethyl)-4-hydroxyphenyl]methylene]-4-oxo-3-thiazolidineacetonitrileHCID 5412006040.7%

Reaction Steps

7.03 g of 5-{[3,5-Bis(1,1-dimethylethyl)-4-hydroxyphenyl]methylene}-4-thiazolidinone and 2.64 g of bromoacetonitrile were reacted in the presence of 0.97 g of 60% sodium hydride in mineral oil and 330 ml of tetrahydrofuran. Work-up of the reaction mixture provided 3.21 g of the desired title product, m.p. 186°-188° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05691367
Source datasetuspto-grants-1997_11
ORD IDord-b91b4f2280a6481fae8501c3f99c2c1b
Source noteuspto-grants-1997_11