Ethanethiol → HCID 14422496, compound

HRID 2051119Notes

Reaction equation

HRID 2051119 reaction equation
[H-].[Na+].[CH2:3]([SH:5])[CH3:4].Cl[C:7]1[CH:17]=[C:10]2[N:11]=[C:12]([CH3:16])[CH:13]=[C:14]([CH3:15])[N:9]2[N:8]=1>CN(C)C=O>[CH2:3]([S:5][C:7]1[CH:17]=[C:10]2[N:11]=[C:12]([CH3:16])[CH:13]=[C:14]([CH3:15])[N:9]2[N:8]=1)[CH3:4]

Participants

5

Reactant 3

HCID 6343EthanethiolHCID 24758Sodium hydrideHCID 19380134HCID 19380134, compound

Product 1

HCID 14422496HCID 14422496, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

60% oily sodium hydride (2.0 g) is suspended in 20 ml of dimethylformamide. A solution of 3.7 ml of ethylmercaptan dissolved in 10 ml of dimethylformamide under ice cooling is added to the suspension below 10° C. and stirred for 30 minutes at room temperature. 2-Chloro-5,7-dimethylpyrazolo [1,5-a]pyrimidine (6.6 g) is added to the mixture and stirred for 5 hours at 80°-90° C. After cooling, the reaction solution is poured into ice water and extracted with toluene. The extract is washed with water and then distilled to remove the solvent. The residue is purified by silica gel chromatography (eluent: dichloromethane) to give 4.0 g of the title compound as an oil.

Workup

  1. additionis added to the suspension below 10° C.
  2. stirringstirred for 5 hours at 80°-90° C
  3. temperatureAfter cooling
  4. extractionextracted with toluene
  5. washThe extract is washed with water
  6. distillationdistilled
  7. customto remove the solvent
  8. customThe residue is purified by silica gel chromatography (eluent: dichloromethane)

Sources & evidence

ORD record
ord-e00b5538b0194805a1e599e27619a699
Source dataset
uspto-grants-1991_05
Patent number
US05017212

Reaction notes

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