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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 967349Generated: November 1, 2026

Hydrogen Cyanide → Hexanamide, 2-hydroxy-

https://huagongshe.com/reaction/967349

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrogen CyanideHCID 768—
ReactantSulfuric AcidHCID 1118—
Reactant2-HydroxyhexanenitrileHCID 12452021—
SolventWaterHCID 962—
ProductHexanamide, 2-hydroxy-HCID 9833961—

Reaction Steps

A stirrer, a thermometer and a dropping funnel were set to a 1,000-mL four-necked flask and to a reaction apparatus, 95% sulfuric acid (450 g, 4.4 mol) was added and cooled so that the liquid temperature was lower than 30° C. To the cooled sulfuric acid with stirring, was added α-n-butyl-α-hydroxyacetonitrile prepared from n-butyl aldehyde and hydrocyanic acid (1.5 mol, content 87 to 94%, further containing unreacted hydrocyanic acid, starting material n-butyl aldehyde and water) with the use of dropping funnel. The addition was conducted in such a way that the reaction solution was kept at a temperature of lower than 40° C. After the dropwise addition, the reaction solution was aged at 40° C. for 0.5 hr. The pH of the reaction solution was less than 1. A part of the reaction solution was sampled and analyzed by HPLC. In result, the ratio of conversion of the starting materials was 100% and the corresponding 2-hydroxyhexanoic acid amide and 2-hydroxysulfonyl oxy hexanoic acid amide were produced.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06953859B2
Source datasetuspto-grants-2005_10
ORD IDord-825477f67740480a9d502f7b6c36f0d8
Source noteuspto-grants-2005_10