2,3,5,6,7,8-Hexahydrophthalazine-1,4-dione

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2,3,5,6,7,8-Hexahydrophthalazine-1,4-dione Basic information
Product Name:2,3,5,6,7,8-Hexahydrophthalazine-1,4-dione
Synonyms:2,3,5,6,7,8-Hexahydrophthalazine-1,4-dione;1,4-Phthalazinedione,2,3,5,6,7,8-hexahydro-;SKL661
CAS:67279-23-6
MF:C8H10N2O2
MW:166.18
EINECS:
Product Categories:
Mol File:67279-23-6.mol
2,3,5,6,7,8-Hexahydrophthalazine-1,4-dione Structure
2,3,5,6,7,8-Hexahydrophthalazine-1,4-dione Chemical Properties
Melting point 295-298 °C
density 1.31±0.1 g/cm3(Predicted)
storage temp. Sealed in dry,Room Temperature
pka10.00±0.20(Predicted)
AppearanceWhite to off-white Solid
Safety Information
MSDS Information
2,3,5,6,7,8-Hexahydrophthalazine-1,4-dione Usage And Synthesis
Synthesis
3,4,5,6-Tetrahydrophthalic anhydride

2426-02-0

2,3,5,6,7,8-Hexahydrophthalazine-1,4-dione

67279-23-6

General procedure for the synthesis of 2,3,5,6,7,8-hexahydrophthalazine-1,4-dione from 3,4,5,6-tetrahydrophthalic anhydride: 3,4,5,6-tetrahydrophthalic anhydride (25 g, 0.164 mol) was dissolved in a 40% aqueous acetic acid solution (500 ml) containing sodium acetate trihydrate (26.8 g, 0.197 mol), followed by hydrazine hydrate ( 9.58 ml, 0.197 mol). The reaction mixture was heated to reflux overnight and then cooled to room temperature. The resulting solid product was collected by filtration, washed sequentially with water and ether and finally dried under vacuum to afford the target compound 2,3,5,6,7,8-hexahydrophthalazine-1,4-dione (23 g, 84% yield). The product was characterized by 1H NMR (250 MHz, d6-DMSO): δ 1.64 (4H, br s, 2×CH2), 2.34 (4H, br s, 2×CH2), 11.30 (2H, br s, 2×NH); the mass spectrum (ES+) showed m/e 167 [MH]+.

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: US6255305, 2001, B1
[4] Patent: WO2011/80510, 2011, A1. Location in patent: Page/Page column 71
[5] Journal of Organic Chemistry, 1955, vol. 20, p. 707,708
2,3,5,6,7,8-Hexahydrophthalazine-1,4-dione Preparation Products And Raw materials
Raw materials3,4,5,6-Tetrahydrophthalic anhydride-->Acetic acid-->Sodium acetate trihydrate-->Hydrazine hydrate
Tag:2,3,5,6,7,8-Hexahydrophthalazine-1,4-dione(67279-23-6) Related Product Information
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