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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1492194Generated: October 25, 2026

Phosphorus oxychloride → N-methyl-N'-(2-morpholinomethylphenyl)pivalamidine monofumarate

https://huagongshe.com/reaction/1492194

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus oxychlorideHCID 24813—
ReactantN,2,2-TrimethylpropanamideHCID 138844—
ReactantFumaric AcidHCID 444972—
Reactant2-(Morpholin-4-ylmethyl)anilineHCID 6484555—
SolventBenzeneHCID 241—
SolventMethanolHCID 887—
ProductN-methyl-N'-(2-morpholinomethylphenyl)pivalamidine monofumarateHCID 178484900—

Reaction Steps

A mixture of N-methylpivalamide (6.2 g) in benzene (50 ml), 4-(2-aminobenzyl)morpholine (9 g) in benzene (40 ml) and phosphorus oxychloride (5 ml) was heated at 80°-85° C. for 12 hours to yield a solid which was dissolved in methanol (25 ml) and treated with fumaric acid (1.4 g) to give N-methyl-N'-(2-morpholinomethylphenyl)pivalamidine monofumarate (m.p. 167°-168° C.) which was recrystallised from propan-2-ol.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05373008
Source datasetuspto-grants-1994_12
ORD IDord-bc78daeb8565495085fbdfca1d5d0d15
Source noteuspto-grants-1994_12