Allyl Mercaptan → HCID 21217661, compound

HRID 1586008Notes

Reaction equation

HRID 1586008 reaction equation
[Na].[CH2:2]([SH:5])[CH:3]=[CH2:4].Cl[C:7]1[N:12]=[N:11][C:10]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[CH:9][CH:8]=1>CO>[C:13]1([C:10]2[N:11]=[N:12][C:7]([S:5][CH2:2][CH:3]=[CH2:4])=[CH:8][CH:9]=2)[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

5

Reactant 3

HCID 13367Allyl MercaptanHCID 885153-Chloro-6-phenylpyridazineHCID 5360545Sodium

Product 1

HCID 21217661HCID 21217661, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

0.23 g(0.01 mol) of metallic sodium was dissolved in 30 ml of absolute methanol and then mixed with 0.93 ml(0.01 mol) of allylmercaptan. To this mixture was added 1.90 g(0.01 mol) of 6-chloro-3-phenylpyridazine. The reaction solution was refluxed for 5 hours and concentrated under reduced pressure to remove methanol. 100 ml of diethyl ethers was added to the residue and vigorously stirred for 10 minutes. The materials insoluble in diethyl ether was removed and the remaining solution was washed twice with 50 ml of purified water, dried over anhydrous magnesium sulfate and then concentrated under reduced pressure to remove diethyl ether. In this manner, the title compound was obtained as a white crystal.

Workup

  1. temperatureThe reaction solution was refluxed for 5 hours
  2. concentrationconcentrated under reduced pressure
  3. customto remove methanol
  4. addition100 ml of diethyl ethers was added to the residue
  5. customThe materials insoluble in diethyl ether was removed
  6. washthe remaining solution was washed twice with 50 ml of purified water
  7. dry with materialdried over anhydrous magnesium sulfate
  8. concentrationconcentrated under reduced pressure
  9. customto remove diethyl ether

Sources & evidence

ORD record
ord-47dea60861fe4218a8c36f260b13472e
Source dataset
uspto-grants-1999_08
Patent number
US05942511

Reaction notes

Loading…