Bromine → HCID 20449986, compound

HRID 358058Notes

Reaction equation

HRID 358058 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]3[CH:12]=[N:13][N:14]=[C:10]3[CH2:9][CH:8]=[C:7]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=3[F:21])[C:6]=2[CH:22]=1.[Br:23]Br>C(Cl)(Cl)Cl.N1C=CC=CC=1>[Br:23][C:12]1[N:11]2[C:5]3[CH:4]=[CH:3][C:2]([Cl:1])=[CH:22][C:6]=3[C:7]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=3[F:21])=[CH:8][CH2:9][C:10]2=[N:14][N:13]=1

Participants

5

Reactant 2

HCID 24408BromineHCID 20449965HCID 20449965, compound

Product 1

HCID 20449986HCID 20449986, compound

Reagents, catalysts & solvents 2

HCID 1049PyridineSolventHCID 6212ChloroformSolvent

Procedure

8.5 g of 8-chloro-6-(2-fluorophenyl)-4H-s-triazolo[4,3-a][1]benzazepine are dissolved in 135 ml of chloroform and 3.3 ml of pyridine. 2.0 ml of bromine are added dropwise at room temperature while stirring. The mixture is then heated to 55°-60° for 50 minutes and evaporated in vacuo. The residue is chromatographed on 550 g of silica gel. By elution with chloroform which contains 0.3% or 0.4% methanol and crystallization of the obtained material from benzene there is obtained 1-bromo-8-chloro-6-(2-fluorophenyl)-4H-s-triazolo[4,3-a][1]benzazepine of melting point 222°.

Workup

  1. temperatureThe mixture is then heated to 55°-60° for 50 minutes
  2. customevaporated in vacuo
  3. customThe residue is chromatographed on 550 g of silica gel
  4. washBy elution with chloroform which
  5. custom0.3% or 0.4% methanol and crystallization of the obtained material from benzene

Sources & evidence

ORD record
ord-f17304d2dec14fe1b88b63b717520cc4
Source dataset
uspto-grants-1984_08
Patent number
US04464300

Reaction notes

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