3-methylsulfonyl-11H-s-triazolo[3,4-b][3]benzazapine → 3-methoxy-11H-s-triazolo[3,4-b][3]benzazepine

HRID 26523Notes

Reaction equation

HRID 26523 reaction equation
CS([C:5]1[N:14]2[C:8]([CH2:9][C:10]3[CH:18]=[CH:17][CH:16]=[CH:15][C:11]=3[CH:12]=[CH:13]2)=[N:7][N:6]=1)(=O)=O.[CH3:19][O-:20].[Na+].CO>CO>[CH3:19][O:20][C:5]1[N:14]2[C:8]([CH2:9][C:10]3[CH:18]=[CH:17][CH:16]=[CH:15][C:11]=3[CH:12]=[CH:13]2)=[N:7][N:6]=1

Participants

4

Reactant 2

HCID 213235253-methylsulfonyl-11H-s-triazolo[3,4-b][3]benzazapineHCID 23694274Sodium methanolate methanol

Product 1

HCID 213233683-methoxy-11H-s-triazolo[3,4-b][3]benzazepine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To 0.522 g of 3-methylsulfonyl-11H-s-triazolo[3,4-b][3]benzazepine in 5 ml of methanol was added 3 ml of 2 N-sodium methoxide/methanol. The mixture was refluxed for 15 minutes and then the solvent was evaporated off. The residue was diluted with water and extracted with chloroform. The chloroform layer was washed with water and dried over Na2SO4. The solvent was then evaporated off and the residue was treated with isopropyl ether. By the above procedure was obtained 3-methoxy-11H-s-triazolo[3,4-b][3]benzazepine as crystals. Recrystallization from ethyl acetate-n-hexane yielded colorless prisms, melting point: 160°-161° C.

Workup

  1. temperatureThe mixture was refluxed for 15 minutes
  2. customthe solvent was evaporated off
  3. additionThe residue was diluted with water
  4. extractionextracted with chloroform
  5. washThe chloroform layer was washed with water
  6. dry with materialdried over Na2SO4
  7. customThe solvent was then evaporated off
  8. additionthe residue was treated with isopropyl ether

Sources & evidence

ORD record
ord-a9d49ac76bfe42409466037a002bccaa
Source dataset
uspto-grants-1979_04
Patent number
US04150139

Reaction notes

Loading…