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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1851717Generated: November 4, 2026

Ammonium Chloride → [6-Chloro-2-(methoxymethyl)imidazo[2,1-b][1,3,4]thiadiazol-5-yl]methanol

https://huagongshe.com/reaction/1851717

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
ReactantSodium borohydrideHCID 4311764—
Reactant6-Chloro-2-(methoxymethyl)imidazo[2,1-b][1,3,4]thiadiazole-5-carbaldehydeHCID 83526452—
SolventEthanolHCID 702—
Product[6-Chloro-2-(methoxymethyl)imidazo[2,1-b][1,3,4]thiadiazol-5-yl]methanolHCID 7097650766%

Reaction Conditions

Temperature0 °C

Reaction Steps

6-chloro-2-(methoxymethyl)imidazo[2,1-b][1,3,4]thiadiazole-5-carbaldehyde a16 (2.97 g, 12.94 mmol, 1 eq) is dissolved in ethanol (80 ml), cooled at 0° C. and sodium borohydride (578 mg, 15.53 mmol, 1.2 eq) is added portionwise at 0° C. The reaction mixture is stirred overnight at room temperature, then cooled at 0° C. and a saturated NH4Cl aqueous solution (100 ml) is added. The organic solvent is evaporated under reduced pressure and the precipitate is filtered, dried under vacuum at 20° C. to afford 1.99 g of [6-chloro-2-(methoxymethyl)imidazo[2,1-b][1,3,4]thiadiazol-5-yl]methanol a17.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08957218B2
Source datasetuspto-grants-2015_02
ORD IDord-92358bede8c44690a9b59d95495a4b41
Source noteuspto-grants-2015_02