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

HRID 26526Notes

Reaction equation

HRID 26526 reaction equation
Br[C:2]1[N:11]2[C:5]([CH2:6][C:7]3[CH:15]=[CH:14][CH:13]=[CH:12][C:8]=3[CH:9]=[CH:10]2)=[N:4][N:3]=1.[CH3:16][O-:17].[Na+].CO>CO>[CH3:16][O:17][C:2]1[N:11]2[C:5]([CH2:6][C:7]3[CH:15]=[CH:14][CH:13]=[CH:12][C:8]=3[CH:9]=[CH:10]2)=[N:4][N:3]=1

Participants

4

Reactant 2

HCID 213233903-bromo-11H-s-triazolo[3,4-b][3]benzazepineHCID 23694274Sodium methanolate methanol

Product 1

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

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 0.262 g of 3-bromo-11H-s-triazolo [3,4-b][3]benzazepine in 2 ml of methanol was added 1.0 ml of 2 N-sodium methoxide/methanol and the mixture was refluxed for one hour. The solvent was evaporated off and, following the addition of water, the residue was extracted with ethyl acetate. The ethyl acetate 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: 161°-162° C. The infrared absorption spectrum of this product was identical with that of the compound obtained in Example 34.

Workup

  1. temperaturethe mixture was refluxed for one hour
  2. customThe solvent was evaporated off
  3. additionthe addition of water
  4. extractionthe residue was extracted with ethyl acetate
  5. washThe ethyl acetate 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-ce7514a5756e492dbd0762883753a63b
Source dataset
uspto-grants-1979_04
Patent number
US04150139

Reaction notes

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