Chlorine → 9-Chloro-5H-dibenz[b,e]azepin-6,11-dione

HRID 1459299Notes

Reaction equation

HRID 1459299 reaction equation
[CH:1]1[C:11]2[C:10](=[O:12])[C:9]3[CH:13]=[CH:14][CH:15]=[CH:16][C:8]=3[C:7](=[O:17])[NH:6][C:5]=2[CH:4]=[CH:3][CH:2]=1.[Cl:18]Cl>C(O)(=O)C>[Cl:18][C:14]1[CH:15]=[CH:16][C:8]2[C:7](=[O:17])[NH:6][C:5]3[CH:4]=[CH:3][CH:2]=[CH:1][C:11]=3[C:10](=[O:12])[C:9]=2[CH:13]=1

Participants

4

Reactant 2

HCID 24526ChlorineHCID 708365H-Dibenz(b,e)azepine-6,11-dione

Product 1

HCID 540117039-Chloro-5H-dibenz[b,e]azepin-6,11-dione

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 11.15 g of 5H-dibenz[b,e]azepin-6,11-dione and 600 ml of glacial acetic acid is heated on a steam bath until the solid dissolves. To the solution (70° C.) is added chlorine gas. Chlorine is bubbled through the solution until a precipitate begins to form. The mixture is allowed to cool to room temperature and is filtered to give 7.3 g of product, m.p. 290° C. to 295° C.

Workup

  1. temperatureis heated on a steam bath until the solid
  2. dissolutiondissolves
  3. customChlorine is bubbled through the solution until a precipitate
  4. customto form
  5. filtrationis filtered

Sources & evidence

ORD record
ord-25acf89d0de14e04849f950bac44321f
Source dataset
uspto-grants-1998_12
Patent number
US05854236

Reaction notes

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