Sodium hydrosulfide → HCID 178469411, compound

HRID 973849Notes

Reaction equation

HRID 973849 reaction equation
Cl[C:2]1[N:7]2[CH:8]=[N:9][N:10]=[C:6]2[N:5]=[C:4]([C:11]([O:13][CH2:14][CH3:15])=[O:12])[CH:3]=1.[SH-:16].[Na+]>O>[CH2:14]([O:13][C:11]([C:4]1[CH:3]=[C:2]([SH:16])[N:7]2[CH:8]=[N:9][N:10]=[C:6]2[N:5]=1)=[O:12])[CH3:15]

Participants

4

Reactant 2

HCID 28015Sodium hydrosulfideHCID 14850451Ethyl 5-chloro[1,2,4]triazolo[4,3-a]pyrimidine-7-carboxylate

Product 1

HCID 178469411HCID 178469411, compoundYield 75.8%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The product obtained in Step 1 (6 g) was added all at once under ice cooling to a solution of sodium hydrosulfide (5.5 g) in 100 ml of water, with stirring in nitrogen, and the mixture was stirred at room temperature for two hours. After filtering off the insoluble matters, the yellow filtrate was acidified to pH 2.0 with 6N hydrochloric acid, and the formed crystals were collected by filtration, washed with 20 ml of water and air-dried, affording 4.5 g of the objective compound as faint yellow crystals.

Workup

  1. stirringthe mixture was stirred at room temperature for two hours
  2. filtrationAfter filtering off the insoluble matters
  3. filtrationthe formed crystals were collected by filtration
  4. washwashed with 20 ml of water
  5. customair-dried

Sources & evidence

ORD record
ord-f235c80c4ad24647bcff72f8aa3e029a
Source dataset
uspto-grants-1991_11
Patent number
US05064953

Reaction notes

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