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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 362564Generated: October 26, 2026

Acetic Acid → 1-Methyl-1,5-dihydro-imidazo[4,5-c]pyridine-4-thione

https://huagongshe.com/reaction/362564

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantWaterHCID 962—
Reactant4-chloro-1-methyl-1H-imidazo(4,5-c)pyridineHCID 948792—
ReactantSodium hydrogen sulfide hydrateHCID 53442613—
SolventDimethylformamideHCID 6228—
Product1-Methyl-1,5-dihydro-imidazo[4,5-c]pyridine-4-thioneHCID 1935359895%

Reaction Conditions

Temperature5 °C

Reaction Steps

4.00 g (23.9 mmol) of 4-chloro-1-methyl-1H-imidazo[4,5-c]pyridine in 27 ml of dimethylformamide were stirred at 115° C. for 18 hours with 8.10 g (95.6 mmol) of sodium hydrogen sulphide hydrate. After cooling the mixture was treated with 110 ml of water, adjusted to pH 4 with acetic acid and stirred at 5° C. while cooling with ice for 15 min. The precipitate was filtered off and washed with water. After drying there were obtained 3.73 g (95%) of 1-methyl-1,5-dihydro-imidazo[4,5-c]pyridine-4-thione as white crystals with m.p. >300° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05869500
Source datasetuspto-grants-1999_02
ORD IDord-505a70ca758b4c6cae28240203f97f47
Source noteuspto-grants-1999_02