Phthalic Acid → 2-(1H-Indazol-3-yl)-1H-isoindole-1,3(2H)-dione

HRID 464817Notes

Reaction equation

HRID 464817 reaction equation
[NH2:1][C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[NH:4][N:3]=1.[C:11](O)(=[O:21])[C:12]1[C:13](=[CH:17][CH:18]=[CH:19][CH:20]=1)[C:14](O)=[O:15].C(OCC)C>O>[C:11]1(=[O:21])[N:1]([C:2]2[C:10]3[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=3)[NH:4][N:3]=2)[C:14](=[O:15])[C:13]2=[CH:17][CH:18]=[CH:19][CH:20]=[C:12]12

Participants

5

Reactant 3

HCID 1017Phthalic AcidHCID 3283Diethyl EtherHCID 133991H-indazol-3-amine

Product 1

HCID 27558572-(1H-Indazol-3-yl)-1H-isoindole-1,3(2H)-dioneYield 87%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
120 °C

Procedure

5.0 g of the same 3-aminoindazole as Example 1 and 6.68 g of phthalic acid were added to 50 ml of dixoane, and the mixture was stirred for 5 hours at 120° C. The mixture was condensed under reduced pressure, 30 ml of diethyl ether was added and the mixture was stirred under cooling with ice and water for 30 minutes to separate crystals. The crystals were obtained by filtration and dried under reduced pressure to give 8.6 g of 3-phthalimidoindazole in a yield of 87%.

Workup

  1. additionwas added
  2. stirringthe mixture was stirred
  3. customto separate crystals
  4. customThe crystals were obtained by filtration
  5. customdried under reduced pressure

Sources & evidence

ORD record
ord-02efb5e9fcbc4826999ed255b3ec1c4c
Source dataset
uspto-grants-1985_10
Patent number
US04549023

Reaction notes

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