84-12-8 Usage
Originator
Phanquinone ,Yick-Vic Chemicals and
Definition
ChEBI: An orthoquinone that is the 5,6-diketo derivative of 4,7-phenanthroline.
Manufacturing Process
2 parts of 6-methoxy-4:7-phenanthroline are mixed with 10 parts by volume of concentrated sulfuric acid and while cooling with a mixture of ice and sodium chloride, with 6 parts by volume of fuming nitric acid (density = 1.51), and the whole is heated for 2 h at 120°C. The reaction solution is poured on to ice, its pH value is adjusted to 7 by means of a 10 N solution of caustic soda, after standing for 2 h the whole is filtered with suction to remove the precipitate which separates, and the latter is washed with hot water. After recrystallising the product from methyl alcohol and drying it at 100°C under 0.1 mm pressure, there are obtained 1.8 parts (i.e. 90 % of the calculated yield) of 4:7-phenanthroline-5:6-quinone in the form of pale yellow crystals melting at 295°C.
Safety Profile
Poison by ingestion. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx.
Purification Methods
The dione crystallises from MeOH. The mono-oxime forms yellow crystals from MeOH with m 250o(dec), the di-oxime forms yellow crystals from MeOH with m 300o(dec) and the mono-semihydrazone forms yellow crystals from MeOH with m 195o(dec). [Druey & Schmidt Helv Chim Acta 33 1080 1950, Beilstein 24 III/IV 1741.]
Check Digit Verification of cas no
The CAS Registry Mumber 84-12-8 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 8 and 4 respectively; the second part has 2 digits, 1 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 84-12:
(4*8)+(3*4)+(2*1)+(1*2)=48
48 % 10 = 8
So 84-12-8 is a valid CAS Registry Number.
InChI:InChI=1/C12H6N2O2/c15-11-9-7(3-1-5-13-9)8-4-2-6-14-10(8)12(11)16/h1-6H
84-12-8Relevant articles and documents
Synthetic method for anti-amebic-dysentery drug phanquone
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Paragraph 0013; 0017; 0018; 0021; 0022; 0025; 0026, (2018/07/30)
The invention discloses a synthetic method for the anti-amebic-dysentery drug phanquone. The synthetic method comprises the following steps: adding 5-hydroxy-6-methoxy-4,7-diazaphenanthrene and a potassium chloride solution into a reaction vessel, raising a solution temperature, controlling a stirring speed, and carrying out a reaction; and adding a sodium sulfate solution, raising the solution temperature, then adding a diethyl sebacate solution, adding cobaltocene powder in batches within a certain period of time, carrying out a reaction, lowering the temperature, adjusting a pH value, thencarrying out washing with a benzyl chloride solution a plurality of times, then carrying out washing with a 2,3-dimethylbutane solution a plurality of times, carrying out recrystallization in a 2,4-dichlorotoluene solution, and then carrying out dehydration with a dehydrating agent so as to obtain the finished phanquone.
Facile Synthesis of Tetrapyrido[2,3-a:3′,2′-c:2″,3″-h:3?,2?-j] phenazine
Bonh?te, Pierre,Wrighton, Mark S.
, p. 897 - 898 (2007/10/03)
The title compound, a potential ligand for transition metals, was prepared by coupling of two 4,7-phenanthroline-5,6-dione molecules in presence of ammonia under reductive conditions. A straightforward synthesis of 4,7-phenanthroline-5,6-dione is also presented.