Methane → HCID 13764032, compound

HRID 1681424Notes

Reaction equation

HRID 1681424 reaction equation
[CH3:1][C:2]1[N:6]2[CH2:7][CH2:8][CH:9]=[C:10]([C:11]3[CH:16]=[CH:15][C:14]([CH3:17])=[CH:13][CH:12]=3)[C:5]2=[CH:4][N:3]=1.[S].C>C1C2C(CCCC2)CCC1>[CH3:1][C:2]1[N:6]2[CH:7]=[CH:8][CH:9]=[C:10]([C:11]3[CH:16]=[CH:15][C:14]([CH3:17])=[CH:13][CH:12]=3)[C:5]2=[CH:4][N:3]=1

Participants

5

Reactant 3

HCID 297MethaneHCID 5362487SulfurHCID 13764022HCID 13764022, compound

Product 1

HCID 13764032HCID 13764032, compound

Reagents, catalysts & solvents 1

HCID 7044DecalinSolvent

Procedure

Combine 20 g (89.2 mmol) of the product of Example VIII with 5 g (0.16 mol) of sulfur in 250 ml of decalin and heat to 180°-190° C. under nitrogen for 7 hr. Extract the reaction with 2 liters of 2N sulfuric acid solution. Charcoal treat the extract and neutralize with potassium carbonate. Extract the aqueous portion with 800 ml of ethyl acetate, dry over magnesium sulfate, treat with charcoal, and remove the solvents under vacuum. Crystallize from ether to provide the title compound.

Workup

  1. extractionExtract
  2. customthe reaction with 2 liters of 2N sulfuric acid solution
  3. extractionextract
  4. extractionExtract the aqueous portion with 800 ml of ethyl acetate
  5. dry with materialdry over magnesium sulfate
  6. additiontreat with charcoal
  7. customremove the solvents under vacuum
  8. customCrystallize from ether

Sources & evidence

ORD record
ord-6840e86fb54e43b6987c8fedd76fe2df
Source dataset
uspto-grants-1992_12
Patent number
US05171859

Reaction notes

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