Water → N-[4-(2-bromopropanoyl)-2-nitrophenyl]acetamide
Reaction equation
[N+:1]([C:4]1[CH:9]=[C:8]([C:10](=[O:13])[CH2:11][CH3:12])[CH:7]=[CH:6][C:5]=1[NH:14][C:15](=[O:17])[CH3:16])([O-:3])=[O:2].[Br:18]Br.O>C(O)(=O)C>[Br:18][CH:11]([CH3:12])[C:10]([C:8]1[CH:7]=[CH:6][C:5]([NH:14][C:15](=[O:17])[CH3:16])=[C:4]([N+:1]([O-:3])=[O:2])[CH:9]=1)=[O:13]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 35 °C
Procedure
To 1600 ml of acetic acid are added 46.7 g (198 mM) of N-(2-nitro-4-propanoylphenyl)acetamide. To the solution obtained, heated to 35° C., is added over 2 hours a solution of 10.13 ml (198 mM) of bromine in 200 ml of acetic acid. The reaction medium is then added gently to 5000 ml of water, and a solid crystallises out. After filtering off the solid and washing with water, 56.8 g of N-[4-(2-bromopropanoyl)-2-nitrophenyl]acetamide are obtained in the form of a pale yellow solid.
Workup
- customTo the solution obtained
- customa solid crystallises out
- filtrationAfter filtering off the solid
- washwashing with water, 56.8 g of N-[4-(2-bromopropanoyl)-2-nitrophenyl]acetamide
- customare obtained in the form of a pale yellow solid
Sources & evidence
- ORD record
- ord-6dfd8578337944359806b2dd5332fd2b
- Source dataset
- uspto-grants-2012_07
- Patent number
- US08232272B2
Reaction notes
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