Acetic Anhydride → 5-acetamido-2-(N-benzyloxycarbonylamino)phenol
Reaction equation
[C:1](OC(=O)C)(=[O:3])[CH3:2].[NH2:8][C:9]1[CH:10]=[CH:11][C:12]([NH:16][C:17]([O:19][CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)=[O:18])=[C:13]([OH:15])[CH:14]=1>O1CCOCC1>[C:1]([NH:8][C:9]1[CH:10]=[CH:11][C:12]([NH:16][C:17]([O:19][CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)=[O:18])=[C:13]([OH:15])[CH:14]=1)(=[O:3])[CH3:2]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 70 °C
Procedure
0.6 mole (57 ml) of acetic anhydride is added dropwise to a solution of 0.6 mole (172 g) of 5-amino-2-(benzyloxycarbonylamino)phenol in 465 ml of dioxane heated to 70° C. After the reaction medium is cooled, the expected product precipitates. When recrystallized in 96° ethanol, it melts at 205° C.
Workup
- temperatureAfter the reaction medium is cooled
- customthe expected product precipitates
- customWhen recrystallized in 96° ethanol, it melts at 205° C.
Sources & evidence
- ORD record
- ord-40b5c779409548e6a896d002da09348e
- Source dataset
- uspto-grants-1992_09
- Patent number
- US05145483
Reaction notes
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