Acetone → HCID 23465881, compound

HRID 1733478Notes

Reaction equation

HRID 1733478 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[CH2:9][C:10](Cl)=O.[S-:13][C:14]#[N:15].[NH4+].CC(C)=[O:19]>>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[C:9](=[O:19])[CH2:10][N:15]=[C:14]=[S:13]

Participants

4

Reactant 3

HCID 180AcetoneHCID 15666Ammonium thiocyanateHCID 27581482-(2,6-Dichlorophenyl)acetyl chloride

Product 1

HCID 23465881HCID 23465881, compound

Procedure

40.26 g (0.18 mol) of (2,6-dichlorophenyl)-acetyl chloride and 15 g (0.198 mol) of ammonium thiocyanate are heated for about 10 minutes in 500 ml of acetone. The cooled mixture is filtered, the solid is washed with acetone and the filtrate is evaporated to dryness. Dry ether is added to the oily residue. A yellow crystalline solid is formed and is filtered off. The filtrate is evaporated to dryness. 2,6-Dichlorophenacyl isothiocyanate is obtained in the form of an orange-red oil.

Workup

  1. filtrationThe cooled mixture is filtered
  2. washthe solid is washed with acetone
  3. customthe filtrate is evaporated to dryness
  4. additionDry ether is added to the oily residue
  5. customA yellow crystalline solid is formed
  6. filtrationis filtered off
  7. customThe filtrate is evaporated to dryness

Sources & evidence

ORD record
ord-0183a4dc55844246bdaffb8907b6187d
Source dataset
uspto-grants-1980_12
Patent number
US04242352

Reaction notes

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