1,2-Dibromoethane → HCID 14274750, compound
Reaction equation
[CH2:1](Br)[CH2:2]Br.[Cl:5][C:6]1[CH:7]=[C:8]([CH:10]=[CH:11][CH:12]=1)[NH2:9].C(=O)([O-])[O-].[Na+].[Na+]>O>[Cl:5][C:6]1[CH:7]=[C:8]([NH:9][CH2:10][CH2:8][NH:9][C:2]2[CH:1]=[CH:11][CH:12]=[C:6]([Cl:5])[CH:7]=2)[CH:10]=[CH:11][CH:12]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 140 °C
Procedure
A mixture consisting of 188 gm of ethylene bromide, 383 gm of 3-chloro-aniline and 300 gm of sodium carbonate was stirred at 140° C. for five hours. Thereafter, the reaction mixture was cooled to about 80° C., and by addition of water the inorganic substances were caused to go into solution. The mixture was then extracted with ethyl acetate, the organic extract was dried over sodium sulfate, and the solvent as well as unreacted 3-chloroaniline were distilled off in vacuo, leaving 205 gm (76% of theory) of raw N,N'-bis-(3-chlorophenyl)-ethylenediamine. The raw product may be purified by distillation at 16 mm Hg and about 285° C.
Workup
- temperatureThereafter, the reaction mixture was cooled to about 80° C.
- extractionThe mixture was then extracted with ethyl acetate
- extractionthe organic extract
- dry with materialwas dried over sodium sulfate
- distillationthe solvent as well as unreacted 3-chloroaniline were distilled off in vacuo
Sources & evidence
- ORD record
- ord-1b0aeade5a1d44f3954646f59077595f
- Source dataset
- uspto-grants-1979_07
- Patent number
- US04161528
Reaction notes
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