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

HRID 49901

Reaction equation

HRID 49901 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 21° 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-370e9ebb6a7a4f78a9080c96b605ea60
Source dataset
uspto-grants-2004_03
Patent number
US06710047B2

Linked notes

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