ChemicalBook > CAS DataBase List > 6-broMophthalazine-1,4-diol

6-broMophthalazine-1,4-diol

Product Name
6-broMophthalazine-1,4-diol
CAS No.
76240-49-8
Chemical Name
6-broMophthalazine-1,4-diol
Synonyms
6-broMophthalazine-1,4-diol;1(2H)-PHTHALAZINE, 7-BROMO-4-HYDROXY;1(2H)-Phthalazinone, 7-bromo-4-hydroxy-;6-Bromo-2,3-dihydrophthalazine-1,4-dione
CBNumber
CB92550593
Molecular Formula
C8H5BrN2O2
Formula Weight
241.04
MOL File
76240-49-8.mol
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6-broMophthalazine-1,4-diol Property

Density 
1.752±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
pka
9.87±0.20(Predicted)
Appearance
White to off-white Solid
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Biosynth Carbosynth
Product number
FB143775
Product name
6-Bromophthalazine-1,4-diol
Packaging
250mg
Price
$100
Updated
2021/12/16
AK Scientific
Product number
W8322
Product name
6-Bromophthalazine-1,4-diol
Packaging
1g
Price
$145
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB143775
Product name
6-Bromophthalazine-1,4-diol
Packaging
500mg
Price
$175
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB143775
Product name
6-Bromophthalazine-1,4-diol
Packaging
1g
Price
$302
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
HCH0367852
Product name
6-BROMOPHTHALAZINE-1,4-DIOL
Purity
95.00%
Packaging
5MG
Price
$502.27
Updated
2021/12/16
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6-broMophthalazine-1,4-diol Chemical Properties,Usage,Production

Synthesis

86-90-8

76240-49-8

The general procedure for the synthesis of 6-bromophthalazine-1,4-diol from 5-bromoisobenzofuran-1,3-dione was as follows: 4-bromophthalic anhydride (50 g, 0.22 mol) was dissolved in acetic acid (150 mL) with stirring and heated for 1 hour at 125 °C. Upon completion of the reaction, the mixture was cooled to room temperature, followed by the slow dropwise addition of hydrazine hydrate (11.25 mL, 0.23 mol) over a period of 5 min, at which time the formation of a thick white solid was observed. The addition of acetic acid (50 mL) was continued and the mixture was heated again at 125 °C for 30 min. The reaction mixture was cooled, diluted with acetic acid (200 mL) and filtered. The filter cake was washed with acetic acid (3 x 100 mL) and subsequently dried under vacuum. The dried solid was dissolved in 5% (w/w) NaOH solution (250 mL) and the suspension was acidified with acetic acid (30 mL) to produce a thick white precipitate. The mixture was filtered and the filter cake was washed sequentially with water (2 × 200 mL) and methanol (2 × 200 mL), and finally dried under vacuum at 40 °C to afford 6-bromo-2,3-dihydrophthalazine-1,4-dione as a white solid (55 g, 0.23 mol, quantitative yield). The structure of the product was confirmed by 1H NMR (300 MHz, DMSO-d6): δ= 8.16 (dd, J = 0.7,2.0 Hz, 1H), 7.98 (dd, J = 0.7,8.4 Hz, 1H), 7.93 (d, J = 8.4 Hz, 1H), 1.84 (s, 2H).

References

[1] Patent: WO2016/92326, 2016, A1. Location in patent: Paragraph 00326
[2] Angewandte Chemie - International Edition, 2007, vol. 46, # 10, p. 1684 - 1687
[3] Patent: WO2008/61108, 2008, A2. Location in patent: Page/Page column 65-66
[4] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1980, p. 1834 - 1840
[5] Patent: WO2004/99177, 2004, A1. Location in patent: Page 19-20

6-broMophthalazine-1,4-diol Preparation Products And Raw materials

Raw materials

Preparation Products

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6-broMophthalazine-1,4-diol Suppliers

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76240-49-8, 6-broMophthalazine-1,4-diolRelated Search:


  • 6-Bromo-2,3-dihydrophthalazine-1,4-dione
  • 1(2H)-PHTHALAZINE, 7-BROMO-4-HYDROXY
  • 6-broMophthalazine-1,4-diol
  • 1(2H)-Phthalazinone, 7-bromo-4-hydroxy-
  • 76240-49-8