Triethylamine → 2,3,4-Trifluorophenyl isothiocyanate
Reaction equation
[C:1](Cl)(Cl)=[S:2].C(N(CC)CC)C.[F:12][C:13]1[C:19]([F:20])=[C:18]([F:21])[CH:17]=[CH:16][C:14]=1[NH2:15]>CCOCC>[F:12][C:13]1[C:19]([F:20])=[C:18]([F:21])[CH:17]=[CH:16][C:14]=1[N:15]=[C:1]=[S:2]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 20 °C
Procedure
Reference Example 1 Thiophosgene (1.4 g) was dissolved in 25 ml of ether, 2.0 g of triethylamine was added thereto with ice cooling and stirring (at not higher than 20° C.), then a mixture of 1.4 g of 2,3,4-trifluoroaniline and 3 ml of ether was gradually dropped thereinto at the same temperature, and the mixture was stirred for one hour at the same temperature. Then it was filtered off, the filtrate was concentrated, the residue was extracted with n-hexane, insoluble matters were removed by filtration, the resulting hexane-soluble matters were subjected to a silica gel column chromatography (Wacogel C-200 in the amount of 15 g) and eluted with n-hexane to give 1.39 g of 2,3,4-trifluorophenyl isothiocyanate.
Workup
- additionwas gradually dropped
- stirringat the same temperature, and the mixture was stirred for one hour at the same temperature
- filtrationThen it was filtered off
- concentrationthe filtrate was concentrated
- extractionthe residue was extracted with n-hexane, insoluble matters
- customwere removed by filtration
- washeluted with n-hexane
Sources & evidence
- ORD record
- ord-69b2025f35364edb93d640fca35e61b8
- Source dataset
- uspto-grants-1991_04
- Patent number
- US05011831
Reaction notes
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