Benzene → HCID 13648702, compound

HRID 1494523Notes

Reaction equation

HRID 1494523 reaction equation
[OH-].[Na+].C1C=CC=CC=1.[C:9]([N:13]1[C:18](=[O:19])[C:17]([Cl:20])=[C:16](Cl)[CH:15]=[N:14]1)([CH3:12])([CH3:11])[CH3:10].[Cl:22][C:23]1[CH:30]=[CH:29][C:26]([CH2:27][SH:28])=[CH:25][CH:24]=1>O.[Cl-].C([N+](CC)(CC)CC1C=CC=CC=1)C>[C:9]([N:13]1[C:18](=[O:19])[C:17]([Cl:20])=[C:16]([S:28][CH2:27][C:26]2[CH:29]=[CH:30][C:23]([Cl:22])=[CH:24][CH:25]=2)[CH:15]=[N:14]1)([CH3:12])([CH3:11])[CH3:10]

Participants

7

Reactant 4

HCID 241BenzeneHCID 14798Sodium HydroxideHCID 804094-Chlorobenzyl mercaptanHCID 27822252-Tert-butyl-4,5-dichloro-2,3-dihydropyridazin-3-one

Product 1

HCID 13648702HCID 13648702, compoundYield 64.4%

Reagents, catalysts & solvents 2

HCID 66133Benzyl triethylammonium chlorideCatalystHCID 962WaterSolvent

Procedure

Sodium hydroxide 0.7 g was dissolved in 15 ml of water, and thereto were added 100 ml of benzene, 3.3 g of 2-tert.- butyl-4,5-dichloro-3(2H)-pyridazinone and 0.15 g of triethylbenzylammonium chloride. The resulting solution was incorporated with 2.4 g of 4-chlorobenzyl mercaptan at room temperature and then stirred for 15 hours. After completion of the reaction, only the organic layer was separated therefrom, washed with a 5% aqueous solution of sodium hydroxide and then with water, and dried over anhydrous sodium sulfate. Solvent was distilled away therefrom under reduced pressure. The resulting oily residue was incorporated with hexane to give crystals. The crystals were filtered off to obtain 3.3 g of the intended compound (yield: 64%).

Workup

  1. customAfter completion of the reaction
  2. customonly the organic layer was separated
  3. washwashed with a 5% aqueous solution of sodium hydroxide
  4. dry with materialwith water, and dried over anhydrous sodium sulfate
  5. distillationSolvent was distilled away
  6. customto give crystals
  7. filtrationThe crystals were filtered off

Sources & evidence

ORD record
ord-ee21b9ac72d2402e9b4ef5d50ce8e1ad
Source dataset
uspto-grants-1991_06
Patent number
US05026850

Reaction notes

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