5-Aminosalicylic Acid → HCID 9967439, compound
Reaction equation
[CH2:1]([CH:10]1[CH2:15][CH2:14][CH2:13][CH2:12][C:11]1=O)[C:2]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)=O.[NH2:17][C:18]1[CH:26]=[C:22]([C:23]([OH:25])=[O:24])[C:21]([OH:27])=[CH:20][CH:19]=1>C(O)(=O)C>[C:23]([C:22]1[CH:26]=[C:18]([N:17]2[C:11]3[CH2:12][CH2:13][CH2:14][CH2:15][C:10]=3[CH:1]=[C:2]2[C:4]2[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:19]=[CH:20][C:21]=1[OH:27])([OH:25])=[O:24]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of 49.7 g. (0.23 mole) of 2-phenacylcyclohexanone, 35.2 g. (0.23 mole) of 5-aminosalicylic acid, and 135 ml. of glacial acetic acid was heated under reflux under nitrogen for 31/2 hours. A solid separated and was collected, washed with water, and recrystallized from acetic acid to provide 46.0 g. (60%) of pale yellow crystals, m.p. 209°-211°.
Workup
- temperatureunder reflux under nitrogen for 31/2 hours
- customA solid separated
- customwas collected
- washwashed with water
- customrecrystallized from acetic acid
- customto provide 46.0 g
Sources & evidence
- ORD record
- ord-2ec61bad43804fb39d6dbb66d027f5b9
- Source dataset
- uspto-grants-1976_01
- Patent number
- US03931407
Reaction notes
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