Water → HCID 20038483, compound
Reaction equation
[CH:1]([CH:3](Cl)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)=[CH2:2].[S-:11][C:12]#[N:13].[K+].[I-].[Na+].O>CN(C)C=O>[CH:1]([CH:3]([N:13]=[C:12]=[S:11])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)=[CH2:2]Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 150 °C
Procedure
Vinylbenzyl isothiocyanate was prepared in the following manner. 76 g (0.5 moles) of vinylbenzyl chloride were dissolved in 300 ml of dimethylformamide (DMF). To this solution were added 56 g (0.575 moles) of potassium thiocyanate and 28 g (0.187 moles) of sodium iodide. The mixture was heated for 30 minutes at 150°C and then the major portion of DMF was flashed off with a water aspirator vacuum. The solid flask residue was extracted with 750 ml of diethyl ether. The filtered diethyl ether phase yielded 80 g of yellowish liquid. Vacuum distillation gave 30 g (35% yield) of pale yellow vinylbenzyl isothiocyanate liquid, ##SPC9##
Workup
- extractionThe solid flask residue was extracted with 750 ml of diethyl ether
Sources & evidence
- ORD record
- ord-70a73503c2184690a17aaf62f216e9a3
- Source dataset
- uspto-grants-1976_02
- Patent number
- US03936401
Reaction notes
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