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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 326085Generated: October 27, 2026

Dimethylformamide → 2-Methyl-6-phenyl-imidazo[2,1-b]-1,3,4-thiadiazole-5-carbaldehyde

https://huagongshe.com/reaction/326085

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium HydroxideHCID 14798—
ReactantPhosphorus oxychlorideHCID 24813—
Reactant2-Methyl-6-phenylimidazo[2,1-b][1,3,4]thiadiazoleHCID 3000039—
Product2-Methyl-6-phenyl-imidazo[2,1-b]-1,3,4-thiadiazole-5-carbaldehydeHCID 12783524—

Reaction Conditions

Temperature100 °C

Reaction Steps

60 ml of phosphorus oxychloride were added dropwise to 180 ml of dimethylformamide, whilst cooling. A further 400 ml of dimethylformamide, and 130 g (0.6 mole) of 2-methyl-6-phenylimidazo[2,1-b]-1,3,4-thiadiazole were then added and the mixture was warmed to 100° C. for 2 hours. It was poured onto 3 kg of ice, 410 g of 40% strength sodium hydroxide solution were added and the mixture was heated rapidly to 90° C. After 5 minutes, it was cooled and the product was filtered off. Yield: 132 g (90% of theory) of melting point 152° to 153° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04444770
Source datasetuspto-grants-1984_04
ORD IDord-b0069be164944a62aa266a5457752301
Source noteuspto-grants-1984_04