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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1942314Generated: November 3, 2026

Chloroacetaldehyde → 2-Bromoimidazo[2,1-b][1,3,4]thiadiazole

https://huagongshe.com/reaction/1942314

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroacetaldehydeHCID 33—
ReactantSodium BicarbonateHCID 516892—
Reactant2-Amino-5-bromo-1,3,4-thiadiazoleHCID 3650883—
Solvent1-ButanolHCID 263—
Product2-Bromoimidazo[2,1-b][1,3,4]thiadiazoleHCID 43667923—

Reaction Conditions

Temperature120 °C

Reaction Steps

20 g of 5-bromo-[1,3,4]thiadiazol-2-ylamine were dissolved in 60 ml of n-butanol. 15 ml of chloroacetaldehyde (55% in water) were added to the solution. The mixture was heated for 3 h at 120° C. After cooling the reaction mixture was poured into a NaHCO3 solution. The mixture was extracted three times with ethylacetate and the organic phase dried with sodium sulphate and evaporated. The resulting material was purified via silica-gel column chromatography using a petroleum ether-ethylacetate gradient. 2.9 g yellow crystals of the desired product were obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08389554B2
Source datasetuspto-grants-2013_03
ORD IDord-12b18c460abd427b84adaa582ddc2f2e
Source noteuspto-grants-2013_03