Sodium hydrosulfide → HCID 178429724, compound

HRID 477541Notes

Reaction equation

HRID 477541 reaction equation
Cl[C:2]1[N:7]2[N:8]=[C:9]([S:11]([O:14]CC)(=[O:13])=[O:12])[N:10]=[C:6]2[N:5]=[C:4]([CH3:17])[CH:3]=1.[SH-:18].[Na+]>O>[SH:18][C:2]1[N:7]2[N:8]=[C:9]([S:11]([OH:14])(=[O:13])=[O:12])[N:10]=[C:6]2[N:5]=[C:4]([CH3:17])[CH:3]=1

Participants

4

Reactant 2

HCID 28015Sodium hydrosulfideHCID 19989223HCID 19989223, compound

Product 1

HCID 178429724HCID 178429724, compoundYield 59.9%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The product obtained in Step 3 (6 g) was added to a solution of 8.1 g sodium hydrosulfide in 100ml of water all at once with stirring under a nitrogen at room temperature. The mixture was heated at 60° C. for four hours with stirring and cooled to room temperature. The resultant yellow solution was washed twice with 100 ml of ethyl acetate. The pH of the aqueous layer was lowered to 1.0 with concentrated hydrochloric acid for crystallization. The crystals were collected by filtration and washed with 20 ml of water; 3.2 g of the objective compound was obtained as yellow crystals.

Workup

  1. temperatureThe mixture was heated at 60° C. for four hours
  2. stirringwith stirring
  3. temperaturecooled to room temperature
  4. washThe resultant yellow solution was washed twice with 100 ml of ethyl acetate
  5. customThe pH of the aqueous layer was lowered to 1.0 with concentrated hydrochloric acid for crystallization
  6. filtrationThe crystals were collected by filtration
  7. washwashed with 20 ml of water

Sources & evidence

ORD record
ord-69d5fdbbfbd84050ad83864637d22b86
Source dataset
uspto-grants-1989_12
Patent number
US04888332

Reaction notes

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