Potassium Iodide → HCID 21516772, compound

HRID 1659179Notes

Reaction equation

HRID 1659179 reaction equation
[Cl:1][C:2]1[C:10]([CH3:11])=[C:9]([OH:12])[CH:8]=[C:7]2[C:3]=1[C:4](=[O:18])[C:5]1([CH2:17][CH2:16][CH2:15][CH2:14]1)[C:6]2=[O:13].Cl[CH2:20][C:21]#[N:22].C(=O)([O-])[O-].[K+].[K+].[I-].[K+]>CN(C)C=O.O>[O:13]=[C:6]1[C:7]2[C:3](=[C:2]([Cl:1])[C:10]([CH3:11])=[C:9]([O:12][CH2:20][C:21]#[N:22])[CH:8]=2)[C:4](=[O:18])[C:5]21[CH2:17][CH2:16][CH2:15][CH2:14]2

Participants

7

Reactant 4

HCID 4875Potassium IodideHCID 7856ChloroacetonitrileHCID 11430Potassium CarbonateHCID 21481325HCID 21481325, compound

Product 1

HCID 21516772HCID 21516772, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Conditions

Temperature
65 °C

Procedure

A stirred mixture of 4'-chloro-5'-methyl-6'-hydroxyspiro(cyclopentane-1,2'-indan)-1' ,3'-dione (9.3 g., 0.035 mole), chloroacetonitrile (2.83 g., 0.0375 mole), potassium carbonate (5.2 g., 0.0375 mole) and potassium iodide (6.2 g., 0.0375 mole) in dimethylformamide (100 ml.) is heated at 65°C. for 21/2 hours, cooled, then poured into water (1.5 1.) affording 10.7 g. of [1' ,3'-dioxo-4'-chloro-5'-methylspiro(cyclopentane-1,2'-indan)-6'-yloxylacetonitrile which melts at 137°-9°C. after recrystallization from ethanol-water.

Workup

  1. temperaturecooled
  2. customaffording 10.7 g
  3. customof [1' ,3'-dioxo-4'-chloro-5'-methylspiro(cyclopentane-1,2'-indan)-6'-yloxylacetonitrile which melts at 137°-9°C. after recrystallization from ethanol-water

Sources & evidence

ORD record
ord-e8739115fcdc406789d3d7f6143926f5
Source dataset
uspto-grants-1976_06
Patent number
US03966966

Reaction notes

Loading…