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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 35023Generated: October 30, 2026

Dimethylformamide → HCID 178522027, compound

https://huagongshe.com/reaction/35023

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantAmmonium ChlorideHCID 25517—
ReactantSodium AzideHCID 33557—
Reactant2,2,3,3,4,4,5,5,5-nonafluoro-N-[4-(cyanomethyl)phenyl]pentanamideHCID 14253808—
SolventWaterHCID 962—
ProductHCID 178522027HCID 17852202744.9%

Reaction Conditions

Temperature135 °C

Reaction Steps

A mixture of 2,2,3,3,4,4,5,5,5-nonafluoro-N-[4-(cyanomethyl)phenyl]pentanamide (6.8 g), sodium azide (5.56 g), ammonium chloride (4.53 g) and dimethylformamide (100 mL) were heated in a 135° C. oil bath under a nitrogen atmosphere overnight. Enough water was added to the hot reaction mixture to dissolve all suspended salts, the mixture was cooled to room temperature and more water was added until a precipitate formed. The solid was collected, washed with water and air dried. Recrystallization from ethylacetate/diethyl ether mixture yielded 3.4 g of the title compound as white flakes, m.p. 173°-174° C. The filtrate produced a second crop of 1.1 g of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04764623
Source datasetuspto-grants-1988_08
ORD IDord-6cb10a10ba9d429ca174241b4f61d37a
Source noteuspto-grants-1988_08