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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1292541Generated: October 30, 2026

Ammonia → N-BENZYLIDENE-2-PROPYNYLAMINE

https://huagongshe.com/reaction/1292541

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantBenzaldehydeHCID 240—
Reactantpropargyl mesylateHCID 305925—
SolventTolueneHCID 1140—
ProductN-BENZYLIDENE-2-PROPYNYLAMINEHCID 417256085%

Reaction Steps

Propargyl methanesulfonate (31.6 g, 0.236 mol) and benzaldehyde (31.9 g, 0.3 mol) were dissolved in 103 g of toluene and an aqueous 28% ammonia solution (122 g, 2 mol) was added dropwise at 21° C. over 8 hours to the solution, followed by stirring at the same temperature for 15 hours. After separating, the resultant organic phase was washed with water and concentrated until the weight became 57.3 g to obtain a toluene solution containing 28.6 g (yield: 85%) of N-benzylidene-2-propynylamine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05756769
Source datasetuspto-grants-1998_05
ORD IDord-5ddd84546c0b4594a50cd7d2ef279fcb
Source noteuspto-grants-1998_05