Reaction equation
[C:1]([OH:10])(=[O:9])[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[SH:4].F[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[N+:18]([O-:20])=[O:19].C(=O)([O-])[O-].[K+].[K+].Cl>CN(C)C=O.O>[N+:18]([C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=1[S:4][C:3]1[CH:5]=[CH:6][CH:7]=[CH:8][C:2]=1[C:1]([OH:10])=[O:9])([O-:20])=[O:19]Participants
7
Conditions
- Temperature
- 100 °C
Procedure
In 300 ml of N,N-dimethylformamide were suspended 30.8 g of thiosalicylic acid, 28.2 g of 2-fluoronitrobenzene and 69.0 g of potassium carbonate, and the mixture was stirred at 100° C. for 2 hours. After cooling, water was added and acidified with hydrochloric acid and the crystals separated out therefrom were collected by filtration and washed with water. The crystals were then dissolved in ethyl acetate and the solution was dried over magnesium sulfate and filtered. The filtrate was concentrated and the crystals separated out therefrom were collected by filtration and dried to give 42.6 g of the title compound as yellow prisms, m.p. 169°-171° C.
Workup
- temperatureAfter cooling
- customthe crystals separated out
- filtrationtherefrom were collected by filtration
- washwashed with water
- dissolutionThe crystals were then dissolved in ethyl acetate
- dry with materialthe solution was dried over magnesium sulfate
- filtrationfiltered
- concentrationThe filtrate was concentrated
- customthe crystals separated out
- filtrationtherefrom were collected by filtration
- customdried
Sources & evidence
- ORD record
- ord-b78895024832442eaeaca2880d2021f5
- Source dataset
- uspto-grants-1995_03
- Patent number
- US05399703
Linked notes
Loading…