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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 386403Generated: October 29, 2026

Thionyl Chloride → 5-Bromofuran-2-carbohydrazide

https://huagongshe.com/reaction/386403

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
ReactantHydrazine hydrate (1:1)HCID 24654—
Reactant5-Bromo-2-furanecarboxylic acidHCID 68511—
Reactant5-Bromofuran-2-carbonyl chlorideHCID 2757011—
SolventWaterHCID 962—
Product5-Bromofuran-2-carbohydrazideHCID 468636—

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of 5-bromo-furan-2-carboxylic acid (38.2 g, 200 mmol) and thionylchloride (163.1 g, 1.37 mol) was stirred at 70° C. overnight. The mixture of 5-bromo-furan-2-carbonyl chloride was evaporated, solved in tetrahydrofuran (10 ml) and added to a mixture of hydrazine monohydrate (120.1 g, 2.4 mol), followed by stirring for 0.5 hours at <5° C. Water (50 ml) was added followed by filtration. The crystalline product was recrystallized from ethanol (125 ml, 96%). Yield 21.2 g (52%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08372832B2
Source datasetuspto-grants-2013_02
ORD IDord-2f6b5d70394a4929a29fc8f00d8ab132
Source noteuspto-grants-2013_02