Hydrazine hydrate (1:1) → 4-(4-Pyridylmethyl)-5,6,7,8-tetrahydro-1(2H)-phthalazinone

HRID 1384131Notes

Reaction equation

HRID 1384131 reaction equation
[NH:1]1[CH:6]=[CH:5][C:4](=[C:7]2[C:15](=[O:16])[C:14]3[CH2:13][CH2:12][CH2:11][CH2:10][C:9]=3[C:8]2=O)[CH:3]=[CH:2]1.O.[NH2:19][NH2:20]>>[N:1]1[CH:6]=[CH:5][C:4]([CH2:7][C:8]2[C:9]3[CH2:10][CH2:11][CH2:12][CH2:13][C:14]=3[C:15](=[O:16])[NH:20][N:19]=2)=[CH:3][CH:2]=1

Participants

3

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 178514951HCID 178514951, compound

Product 1

HCID 107764854-(4-Pyridylmethyl)-5,6,7,8-tetrahydro-1(2H)-phthalazinone

Procedure

A mixture of 0.773 g (3.4 mmol) 2-[4(1H)-pyridinylidene]-4,5,6,7-tetrahydro-inden-1,3-dione and 5 ml hydrazine hydrate is heated for 4 h under reflux. The title compound is obtained after cooling to 0° C., filtration, washing of the filter residue with water, then ether, and drying under HV (8 h, 100° C.); m.p. 193-194° C.; ESI-MS: (M+H)+=242.

Workup

  1. temperatureis heated for 4 h
  2. temperatureunder reflux

Sources & evidence

ORD record
ord-55845cac58e941e3a6567a868d939194
Source dataset
uspto-grants-2001_07
Patent number
US06258812B1

Reaction notes

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