HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Cyanide → 1'-(4-Bromo-2-fluorobenzyl)-7'-(trifluoromethyl)-spiro[imidazolidine-4,3'-indoline]-2,2',5-trione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Cyanide | HCID 9032 | — |
| Reactant | 1-(4-Bromo-2-fluorobenzyl)-7-trifluoromethylindoline-2,3-dione | HCID 13251292 | — |
| Reactant | Ammonium carbonate monohydrate | HCID 86740279 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Product | 1'-(4-Bromo-2-fluorobenzyl)-7'-(trifluoromethyl)-spiro[imidazolidine-4,3'-indoline]-2,2',5-trione | HCID 13251294 | 50.3% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04539329 |
| Source dataset | uspto-grants-1985_09 |
| ORD ID | ord-810b5162fda84f5b81a03625505b632f |
| Source note | uspto-grants-1985_09 |