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

HRID 1384143Notes

Reaction equation

HRID 1384143 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-cd6bed184371449ab68d3a5d64dfb37e
Source dataset
uspto-grants-2001_07
Patent number
US06258812B1

Reaction notes

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