Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1851716Generated: November 1, 2026

Dimethylformamide → 6-Chloro-2-(methoxymethyl)imidazo[2,1-b][1,3,4]thiadiazole-5-carbaldehyde

https://huagongshe.com/reaction/1851716

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPhosphorus oxychlorideHCID 24813—
Reactant6-Chloro-2-(methoxymethyl)imidazo[2,1-b][1,3,4]thiadiazoleHCID 67116502—
Product6-Chloro-2-(methoxymethyl)imidazo[2,1-b][1,3,4]thiadiazole-5-carbaldehydeHCID 8352645279%

Reaction Conditions

Temperature0 °C

Reaction Steps

Phosphorus oxychloride (2.75 ml, 3 eq) is added very slowly to dimethyl formamide (5 ml) cooled at 0° C. The temperature rises to 50° C. The reaction mixture is heated at 60° C., then 6-chloro-2-(methoxymethyl)imidazo[2,1-b][1,3,4]thiadiazole a15 (2 g, 9.82 mmol, 1 eq) is added portionwise for 2.5 h. The reaction mixture is poured on an ice/water mixture. The precipitate is filtered and washed with water. The residue is dried overnight at 40° C. under reduced pressure to afford 1.8 g of 6-chloro-2-(methoxymethyl)imidazo[2,1-b][1,3,4]thiadiazole-5-carbaldehyde a16 as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08957218B2
Source datasetuspto-grants-2015_02
ORD IDord-436e738a46af43a782aa42d4e9fc93ef
Source noteuspto-grants-2015_02