Sulfur → HCID 13764028, compound

HRID 1681432Notes

Reaction equation

HRID 1681432 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][CH:14]=[CH:13][CH:12]=3)[C:5]2=[CH:4][N:3]=1.[S]>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][CH:14]=[CH:13][CH:12]=3)[C:5]2=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 5362487SulfurHCID 13764013HCID 13764013, compound

Product 1

HCID 13764028HCID 13764028, compound

Reagents, catalysts & solvents 1

HCID 7044DecalinSolvent

Procedure

Add 250 g (1.2 mol) of the product from Example XVIII to a solution of 75 g (2.3 mol) of sulfur in 1.5 liters of decalin and heat to 180°-190° C. under nitrogen for 6 hr. Cool to room temperature and extract with 2×1.5 liters of 2N sulfuric acid. Combine the acid extracts and make basic with potassium hydroxide, then wash with 2×1 liter of methylene chloride. Combine the methylene chloride extracts, dry over sodium sulfate, treat with charcoal, and remove the solvent in vacuo. Crystallize the residue from ether to provide the title compound.

Workup

  1. temperatureheat to 180°-190° C. under nitrogen for 6 hr
  2. extractionextract with 2×1.5 liters of 2N sulfuric acid
  3. washwash with 2×1 liter of methylene chloride
  4. dry with materialdry over sodium sulfate
  5. additiontreat with charcoal
  6. customremove the solvent in vacuo
  7. customCrystallize the residue from ether

Sources & evidence

ORD record
ord-f2825eb03117425da6a5dca63479f766
Source dataset
uspto-grants-1992_12
Patent number
US05171859

Reaction notes

Loading…