Hydrazine hydrate (1:1) → 4-(4-pyrimidinylmethyl)-1(2H)-phthalazinone

HRID 49902

Reaction equation

HRID 49902 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([CH:7]2[C:15](=[O:16])[C:14]3[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=3)[C:8]2=O)=[N:3][CH:2]=1.O.[NH2:19][NH2:20]>C(O)C>[N:1]1[CH:6]=[CH:5][C:4]([CH2:7][C:8]2[C:9]3[C:14](=[CH:13][CH:12]=[CH:11][CH:10]=3)[C:15](=[O:16])[NH:20][N:19]=2)=[N:3][CH:2]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 126190852-Pyrimidin-4-yl-indan-1,3-dione

Product 1

HCID 106813894-(4-pyrimidinylmethyl)-1(2H)-phthalazinone

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1.20 g (5.35 mmol) 2-pyrimidin-4-yl-indan-1,3-dione in 30 ml ethanol is spiked with 345 μl (6.96 mmol) hydrazine hydrate and heated for 5 h to 100° C. After cooling, the product is filtered off and washed with ethanol: m.p.: 204-206° C.; Anal. calc.(C13H10N4O.0.5 H2O) C, 63.15%; H, 4.48%; N, 22.66%. found C, 63.3%; H, 4.5%; N, 22.7%; FAB MS (M+H)+=239.

Workup

  1. temperatureheated for 5 h to 100° C
  2. temperatureAfter cooling
  3. filtrationthe product is filtered off
  4. washwashed with ethanol

Sources & evidence

ORD record
ord-a52517c43eb84baba45a001b9d3b7530
Source dataset
uspto-grants-2004_03
Patent number
US06710047B2

Linked notes

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