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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2276942Generated: November 1, 2026

Ammonia → HCID 16100402, compound

https://huagongshe.com/reaction/2276942

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 numberUS09133145B2
Source datasetuspto-grants-2015_09
ORD IDord-7d9a796838974b968ebe8ead506b1133
Source noteuspto-grants-2015_09