3,4-Dichloroaniline → 2,3-Dibromo-N-[(3,4-dichlorophenyl)carbamoyl]propanamide
Reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:6]=[CH:7][C:8]=1[Cl:9])[NH2:5].[Br:10][CH:11]([CH2:17][Br:18])[C:12]([N:14]=[C:15]=[O:16])=[O:13]>C1C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[C:4]([NH:5][C:15]([NH:14][C:12](=[O:13])[CH:11]([Br:10])[CH2:17][Br:18])=[O:16])[CH:6]=[CH:7][C:8]=1[Cl:9]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 5 °C
Procedure
16 g of 3,4-dichloroaniline are dissolved in 200 ml of dry benzene and a solution of 26.0 g of 2,3-dibromopropionyl isocyanate in 50 ml of benzene is added dropwise with cooling at 5° C. The urea formed is immediately precipitated in crystalline form. After stirring for 3 hours at 20° C., the reaction mixture is diluted with the same volume of petroleum ether, filtered and dried. Yield: 39.0 g, m.p: 174° - 175° C.
Sources & evidence
- ORD record
- ord-3583cc4f86784e4a804a6c277784d8df
- Source dataset
- uspto-grants-1977_07
- Patent number
- US04036850
Reaction notes
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