Benzoic Acid → HCID 178508670, compound

HRID 2294773Notes

Reaction equation

HRID 2294773 reaction equation
[NH:1]=[C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4](=[NH:11])[NH:3]1.[C:12]([OH:20])(=[O:19])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>CO>[C:12]([OH:20])(=[O:19])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.[NH:1]=[C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4](=[NH:11])[NH:3]1

Participants

4

Reactant 2

HCID 243Benzoic AcidHCID 178508669HCID 178508669, compound2×

Product 1

HCID 178508670HCID 178508670, compoundYield 95.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

To 10 ml of methanol was added 1.45 g of 1,3-diiminoisoindoline, and the solution was then stirred under reflux to dissolve the 1,3-diiminoisoindoline. Afterward, 1.22 g of benzoic acid was added to this methanol solution, and stirring was further continued for 5 minutes under reflux. After cooling, the resultant precipitate was collected by filtration, and then washed with 5 ml of methanol. After drying, 2.54 g (yield=95%) of a white powder was obtained. The melting point and the values of elemental analysis of the obtained compound were as follows. The infrared absorption spectrum of the compound is shown in FIG. 1.

Workup

  1. temperatureunder reflux
  2. stirringstirring
  3. temperatureunder reflux
  4. temperatureAfter cooling
  5. filtrationthe resultant precipitate was collected by filtration
  6. washwashed with 5 ml of methanol
  7. customAfter drying

Sources & evidence

ORD record
ord-656aba062f504554b3945de0a13b55a3
Source dataset
uspto-grants-1997_11
Patent number
US05691272

Reaction notes

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