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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1961683Generated: October 30, 2026

Ammonia → HCID 16100402, compound

https://huagongshe.com/reaction/1961683

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
Reactant2,2'-(2H-1,3-Benzodioxole-4,5-diyl)diacetonitrileHCID 16100401—
CatalystNickelHCID 935—
SolventEthanolHCID 702—
ProductHCID 16100402HCID 16100402—

Reaction Steps

(5-Cyanomethyl-1,3-benzodioxol-4-yl)acetonitrile (6.00 g, 30.0 mmoles) from Example 58C was reductively cyclized with Raney-Nickel (1.21 g) under a hydrogen atmosphere and high pressure (1100 p.s.i.) in a 10% ammonia in ethanol solution (121 mL) at 100° C. for one hour. The mixture was cooled, and the catalyst filtered off and washed with hot ethanol. The mixture was concentrated under reduced pressure, and the residue purified by normal phase HPLC on a Biotage pre-packed silica gel column eluting with 7:3 methylene chloride:methanol to afford the title compound. MS (DCI) m/z 192 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08415354B2
Source datasetuspto-grants-2013_04
ORD IDord-f5138eb610c44e29ade3ff04d26ab9b5
Source noteuspto-grants-2013_04