Sodium Iodide → HCID 86717343, compound

HRID 527137Notes

Reaction equation

HRID 527137 reaction equation
Cl[C:2]1([C:13]2[CH:18]=[CH:17][C:16]([CH:19]([CH3:21])[CH3:20])=[CH:15][C:14]=2[O:22][CH3:23])[C:10](=[O:11])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]1=[O:12].[I-].[Na+].[N-:26]=[N+:27]=[N-:28].[Na+]>CC(C)=O>[N:26]([C:2]1([C:13]2[CH:18]=[CH:17][C:16]([CH:19]([CH3:21])[CH3:20])=[CH:15][C:14]=2[O:22][CH3:23])[C:10](=[O:11])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]1=[O:12])=[N+:27]=[N-:28]

Participants

5

Reactant 3

HCID 5238Sodium IodideHCID 33557Sodium AzideHCID 86717344HCID 86717344, compound

Product 1

HCID 86717343HCID 86717343, compoundYield 99,396.703%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
80 °C

Procedure

To a solution of 2-chloro-2-(4-isopropyl-2-methoxyphenyl)-1H-inden-1,3(2H)-dione (0.10 g, 0.3 mmol) in acetone (5 ml) were added with sodium iodide (54 mg, 0.36 mmol) and sodium azide (50 mg, 0.76 mmol) and distilled water (1 ml), followed by stirring at 80° C. for 6 hrs. The reaction mixture was added water, and extracted diethyl ether, and washed with water and brine in that order. The washed organic layer was concentrated to afford the title compound (100 g, 98%).

Workup

  1. distillationdistilled water (1 ml)
  2. additionThe reaction mixture was added water
  3. extractionextracted diethyl ether
  4. washwashed with water and brine in that order
  5. concentrationThe washed organic layer was concentrated

Sources & evidence

ORD record
ord-6816e6c7cc9f48f6b9e1752cf723252c
Source dataset
uspto-grants-2016_05
Patent number
US09346749B2

Reaction notes

Loading…