Phthalic Anhydride → 2-Pyrimidin-4-yl-indan-1,3-dione

HRID 1057719Notes

Reaction equation

HRID 1057719 reaction equation
[C:1]1(=[O:11])[O:6][C:4](=O)[C:3]2=[CH:7][CH:8]=[CH:9][CH:10]=[C:2]12.[CH3:12][C:13]1[CH:18]=[CH:17][N:16]=[CH:15][N:14]=1>CO>[N:16]1[CH:17]=[CH:18][C:13]([CH:12]2[C:1](=[O:11])[C:2]3[C:3](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:4]2=[O:6])=[N:14][CH:15]=1

Participants

4

Reactant 2

HCID 6811Phthalic AnhydrideHCID 189224-Methylpyrimidine

Product 1

HCID 126190852-Pyrimidin-4-yl-indan-1,3-dione

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

7.87 g (53.1 mmol) phthalic acid anhydride and 22 ml (0.24 mol) 4-methylpyrimidine are stirred for 1 h at 140° C. and for 4 h at 210° C. The reaction mixture is then stirred with 15 ml methanol, filtered, and the residue washed with methanol. Further product is obtainable by evaporating the filtrate and stirring the residue with water m.p.: 168-169° C.); Anal. calc.(C13H8N2O2) C, 69.64%; H, 3.60%; N, 12.49%; found C, 69.8%; H 3.7%; N, 12.4%; FAB MS (M+H)+=225.

Workup

  1. filtrationfiltered
  2. washthe residue washed with methanol
  3. customby evaporating the filtrate

Sources & evidence

ORD record
ord-17205e8268a04b8b8224c732d68756a4
Source dataset
uspto-grants-2003_02
Patent number
US06514974B2

Reaction notes

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