Bromoacetic Acid → N-(4-Cyanophenyl)glycine
Reaction equation
[NH2:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][CH:3]=1.Br[CH2:11][C:12]([OH:14])=[O:13]>O>[C:6]([C:5]1[CH:8]=[CH:9][C:2]([NH:1][CH2:11][C:12]([OH:14])=[O:13])=[CH:3][CH:4]=1)#[N:7]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 100 °C
Procedure
100 g 4-Aminobenzonitrile and 234.7 g bromoacetic acid in 1400 mL water were stirred for 15 min in round bottom flask. The reaction mixture was heated to 100° C. and maintained for 16 hours. The reaction mixture was cooled to 10° C. and stirred for 2 hours. The reaction mixture was filtered and washed with water to obtain 2-(4-cyanophenylamino) acetic acid of Formula (D).
Workup
- temperaturemaintained for 16 hours
- temperatureThe reaction mixture was cooled to 10° C.
- filtrationThe reaction mixture was filtered
- washwashed with water
Sources & evidence
- ORD record
- ord-4b380a59f3ea4f7a98f22503450d6f54
- Source dataset
- uspto-grants-2015_12
- Patent number
- US09212166B2
Reaction notes
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