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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 27882Generated: October 30, 2026

Ethylene Glycol → HCID 178509240, compound

https://huagongshe.com/reaction/27882

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthylene GlycolHCID 174—
ReactantHydrazine hydrate (1:1)HCID 24654—
ReactantHCID 13138484HCID 13138484—
SolventWaterHCID 962—
ProductHCID 178509240HCID 178509240—

Reaction Conditions

Temperature130 °C

Reaction Steps

A mixture consisting of 15.0 gm (0.05 mol) of 2-chloro-6-morpholino-4-phenyl-3-cyano-pyridine (see Example C), 20 ml of 80% hydrazine hydrate and 100 ml of ethylene glycol was heated for 3 hours at 130° C. Thereafter, the resulting solution was poured into about 1 liter of water, whereupon a virtually colorless precipitate formed which was collected by suction filtration, washed with water and then immediately reprecipitated from 700 ml of 0.1 N hydrochloric acid with concentrated ammonia. The reprecipitated product was collected by suction filtration, washed and dried, yielding 13.7 gm (93% of theory) of practically pure 3-amino-6-morpholino-4-phenyl-1H-pyrazolo[3,4-b]pyridine, m.p. 178°-180° C., of the formula ##STR6## After recrystallization from ethanol it had a melting point of 180°-182° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04224322
Source datasetuspto-grants-1980_09
ORD IDord-42296a518df446f19f2c6ef26c08f89c
Source noteuspto-grants-1980_09