Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 65829Generated: October 26, 2026

Salicylaldehyde → N,N'-Bis-(2-hydroxybenzyl)-hexamethylenediamine

https://huagongshe.com/reaction/65829

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSalicylaldehydeHCID 6998—
ReactantHexamethylenediamineHCID 16402—
CatalystNickelHCID 935—
SolventIsopropanolHCID 3776—
ProductN,N'-Bis-(2-hydroxybenzyl)-hexamethylenediamineHCID 1957305—

Reaction Steps

122.1 g of a bisazomethine prepared from 2 mols of salicylaldehyde and 1 mol of hexamethylenediamine and having a melting point of 72°-73° C. are hydrogenated in 550 ml of isopropanol in an autoclave in the presence of 8 g of Raney nickel at 75° C. and under a pressure of 90 atmospheres. The product crystallises out at room temperature and is dissolved by boiling with the addition of a further 650 ml of isopropanol. The catalyst is filtered off, and N,N'-bis-(2-hydroxybenzyl)hexamethylenediamine crystallises out on cooling.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04129556
Source datasetuspto-grants-1978_12
ORD IDord-91367ad1c6eb45eeb010593806d03789
Source noteuspto-grants-1978_12