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

HRID 26503Notes

Reaction equation

HRID 26503 reaction equation
[N:1]1[N:2]=[CH:3][N:4]2[CH:10]=[CH:9][C:8]3[CH:11]=[CH:12][CH:13]=[CH:14][C:7]=3[CH2:6][C:5]=12.N1C=CC=CC=1.[Br:21]Br>C(Cl)(Cl)Cl>[Br:21][C:3]1[N:4]2[C:5]([CH2:6][C:7]3[CH:14]=[CH:13][CH:12]=[CH:11][C:8]=3[CH:9]=[CH:10]2)=[N:1][N:2]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 24408BromineHCID 2122343511H-s-triazolo[3,4-b][3]benzazepine

Product 1

HCID 213233903-bromo-11H-s-triazolo[3,4-b][3]benzazepine

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To 1.83 g of 11H-s-triazolo[3,4-b][3]benzazepine in 40 ml of chloroform was added 0.1 ml of pyridine and 0.55 ml of bromine was added dropwise under stirring. The mixture was stirred for 2 hours, after which it was washed with water and dried over Na2SO4. After evaporation of the solvent, the residue was treated with ether. By the above procedure was obtained 3-bromo-11H-s-triazolo[3,4-b][3]benzazepine as crystals. These crystals were recrystallized from ethanol and methanol in the order mentioned to obtain pale-brown platelets melting at 169°-170° C.

Workup

  1. additionwas added dropwise
  2. stirringThe mixture was stirred for 2 hours
  3. washafter which it was washed with water
  4. dry with materialdried over Na2SO4
  5. customAfter evaporation of the solvent
  6. additionthe residue was treated with ether

Sources & evidence

ORD record
ord-5ac996d1a0bb4c88a8f67848b3ed218b
Source dataset
uspto-grants-1979_04
Patent number
US04150139

Reaction notes

Loading…