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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1719228Generated: November 2, 2026

Potassium Cyanide → 1'-(4-Bromo-2-fluorobenzyl)-7'-(trifluoromethyl)-spiro[imidazolidine-4,3'-indoline]-2,2',5-trione

https://huagongshe.com/reaction/1719228

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CyanideHCID 9032—
Reactant1-(4-Bromo-2-fluorobenzyl)-7-trifluoromethylindoline-2,3-dioneHCID 13251292—
ReactantAmmonium carbonate monohydrateHCID 86740279—
SolventMethanolHCID 887—
SolventWaterHCID 962—
Product1'-(4-Bromo-2-fluorobenzyl)-7'-(trifluoromethyl)-spiro[imidazolidine-4,3'-indoline]-2,2',5-trioneHCID 1325129450.3%

Reaction Steps

A mixture of 1-(4-bromo-2-fluorobenzyl)-7-trifluoromethylindoline-2,3-dione (3.35 g.), potassium cyanide (1.06 g.) and ammonium carbonate monohydrate (7.8 g.) in methanol (150 ml.) and water (150 ml.) was heated at 45°-50° C. for 16 hours. The reaction mixture was cooled and a slight precipitate removed by filtration. The filtrate was acidified (2M hydrochloric acid, 80 ml.). The solid which formed was washed with water and recrystallised from tetrahydrofuran (THF)/petrol 60-80 to give 1'-(4-bromo-2-fluorobenzyl)-7'-(trifluoromethyl)-spiro[imidazolidine-4,3'-indoline]-2,2',5-trione (A) (1.98 g.), m.p. 197°-199° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04539329
Source datasetuspto-grants-1985_09
ORD IDord-810b5162fda84f5b81a03625505b632f
Source noteuspto-grants-1985_09