Potassium thiocyanate → HCID 21388083, compound

HRID 1833904Notes

Reaction equation

HRID 1833904 reaction equation
Cl[CH2:2][O:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.[S-:16][C:17]#[N:18].[K+]>CC(C)=O>[N:18]([CH2:2][O:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)=[C:17]=[S:16]

Participants

4

Reactant 2

HCID 516872Potassium thiocyanateHCID 21388081HCID 21388081, compound

Product 1

HCID 21388083HCID 21388083, compoundYield 65.2%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Twenty grams (0.091 mole) of 2-(chloromethoxy)-1,1'-biphenyl was thereafter dissolved in 200 ml anhydrous acetone. To this solution was added 9.72 g (0.100 mole) potassium thiocyanate. The resulting mixture was stirred and refluxed for 6.5 hours, whereupon it was diluted with 500 ml ice water and extracted with ether. The extracts were dried with MgSO4 and concentrated to give an orange oil which was distilled in vacuo to give 14.32 g of 2-(isothiocyanatomethoxy)-1,1'-biphenyl as a pale yellow oil, boiling at 169°-171° C at 1.0 mm pressure.

Workup

  1. temperaturerefluxed for 6.5 hours, whereupon it
  2. extractionextracted with ether
  3. dry with materialThe extracts were dried with MgSO4
  4. concentrationconcentrated
  5. customto give an orange oil which
  6. distillationwas distilled in vacuo

Sources & evidence

ORD record
ord-f7131a056ff64a8e82c2890e6e77fe35
Source dataset
uspto-grants-1978_01
Patent number
US04067896

Reaction notes

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