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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1946263Generated: October 30, 2026

4-(3,4-Dinitrobenzyl)morpholine → 4-(Morpholinomethyl)benzene-1,2-diamine

https://huagongshe.com/reaction/1946263

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(3,4-Dinitrobenzyl)morpholineHCID 25193310—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
Product4-(Morpholinomethyl)benzene-1,2-diamineHCID 2519330990%

Reaction Conditions

Temperature2.5 °C

Reaction Steps

A mixture of 4-(3,4-dinitro-benzyl)-morpholine (1 mol. eq.) and 5% Pd/C (0.05 wt. eq.) in IMS (33 vol.) was stirred at 0-5° C. while the vessel was charged with hydrogen. The mixture was carefully warmed to 15-20° C. with stirring until the reaction was complete (<24 hours). The mixture was filtered and the filtrate evaporated to dryness to give 4-morpholin-4-ylmethyl-benzene-1,2-diamine (90%). The material was used immediately in the next step. (LC/MS (basic method): Rt 1.64, [M−N(CH2CH2)2O−]+ 121).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08399442B2
Source datasetuspto-grants-2013_03
ORD IDord-6c76694ed8d340f1b2679d908d2befe8
Source noteuspto-grants-2013_03