1,4-Dichloro-5,6,7,8-tetrahydrophthalazine Chemical Properties

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

Appearance

Off-white to light yellow Solid

1,4-Dichloro-5,6,7,8-tetrahydrophthalazine Usage And Synthesis

Chemical Properties

White solid

Uses

1,4-Dichloro-5,6,7,8-tetrahydronaphthalene can be used in organic synthesis and pharmaceutical intermediates.

Synthesis

2,3,5,6,7,8-Hexahydrophthalazine-1,4-dione (40) (2.09 g, 12.6 mmol) was used as a starting material, which was suspended in phosphorus trichloride (POCl3, 10 mL) and heated to reflux for 1 hour. After completion of the reaction, it was cooled to room temperature and the reaction mixture was slowly poured into ice water. The precipitated solid product was collected by filtration and dried in a vacuum oven to afford 1,4-dichloro-5,6,7,8-tetrahydro-2,3-diazanaphthalene (41) (2.23 g, 87% yield). The molecular ion peak (MH+) was determined as 203.0139 by high resolution mass spectrometry (HR MS).

References

[1] Patent: US2010/41663, 2010, A1. Location in patent: Page/Page column 42
[2] Patent: WO2008/110611, 2008, A1. Location in patent: Page/Page column 104
[3] Patent: WO2011/80510, 2011, A1. Location in patent: Page/Page column 71
[4] Journal of Organic Chemistry, 1955, vol. 20, p. 707,708
[5] Journal of Medicinal Chemistry, 2004, vol. 47, # 14, p. 3642 - 3657

1,4-Dichloro-5,6,7,8-tetrahydrophthalazine(67279-24-7)Related Product Information

• 1,4-DICHLORO-5,6,7,8-TETRAHYDRO-5,8-ETHANOPHTHALAZINE