Chlorine → 2-Chloro-5H-dibenzo[b,e]azepine-6,11-dione
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:2]1[CH:3]=[CH:4][C:5]2[NH:6][C:7](=[O:17])[C:8]3[CH:16]=[CH:15][CH:14]=[CH:13][C:9]=3[C:10](=[O:12])[C:11]=2[CH:1]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 38 °C
Procedure
A mixture of 1.0 g of 5H-dibenz[b,e]azepine-6,11-dione in 50 ml of acetic acid is stirred while chlorine is bubbled into the reaction mixture until saturated. The temperature increases to 38° C. After standing, a precipitate forms and is filtered, washed with hexane and air dried to give 0.62 g of solid which is purified by chromatography to give the desired product as a solid, m.p. 289°-293° C.
Workup
- customis bubbled into the reaction mixture until saturated
- filtrationa precipitate forms and is filtered
- washwashed with hexane and air
- customdried
Sources & evidence
- ORD record
- ord-3bbe5da3008c4b8ea1702f09e1201acc
- Source dataset
- uspto-grants-1998_05
- Patent number
- US05747487
Reaction notes
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