5-Aminosalicylic Acid → HCID 12270306, compound

HRID 1579874Notes

Reaction equation

HRID 1579874 reaction equation
[CH2:1]([CH:10]1[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.[NH2:16][C:17]1[CH:25]=[C:21]([C:22]([OH:24])=[O:23])[C:20]([OH:26])=[CH:19][CH:18]=1>C(O)(=O)C>[C:22]([C:21]1[CH:25]=[C:17]([N:16]2[C:2]([C:4]3[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=3)=[CH:1][C:10]3[CH2:14][CH2:13][CH2:12][C:11]2=3)[CH:18]=[CH:19][C:20]=1[OH:26])([OH:24])=[O:23]

Participants

4

Reactant 2

HCID 40755-Aminosalicylic AcidHCID 10655725Cyclopentanone, 2-(2-oxo-2-phenylethyl)-

Product 1

HCID 12270306HCID 12270306, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 20.5 g. (0.1 mole) of 2-phenacylcyclopentanone, 15.3 g. (0.1 mole) of 5-aminosalicylic acid, and 60 ml. of glacial acetic acid was heated under reflux for 3 hours, cooled and filtered. The filter cake was washed with water, dried and recrystallized from acetic acid to provide 9.5 g. (30%) of crystals, m.p. 198°-199°.

Workup

  1. additionA mixture of 20.5 g
  2. temperatureunder reflux for 3 hours
  3. temperaturecooled
  4. filtrationfiltered
  5. washThe filter cake was washed with water
  6. customdried
  7. customrecrystallized from acetic acid
  8. customto provide 9.5 g

Sources & evidence

ORD record
ord-59a359c8681e4358b9633df58d6b3c5a
Source dataset
uspto-grants-1976_01
Patent number
US03931407

Reaction notes

Loading…