Monoperoxyphthalic acid

JV-Oxidation of phthalazine with monoperoxyphthalic acid produces the corresponding... 

C(,H7N06 1955-46-0) see lotalamic acid loxitalamic acid monomethyl 2-(2-thienylmethyl)malonate (C9H10O4S 122308-24-1) see Eprosartan monoperoxyphthalic acid... 

The synthesis of oxaziridine-fused quinazolinones 277 follows a different route. Quinazolinones 274 (R = Et, nPr, n-hexyl) can readily be prepared by reacting 2-oxo-l-cyclohexanecarboxamide with aldehydes in the presence of ammonia solution. In the reaction of 274 and monoperoxyphthalic acid, the hydroxyoxaziridines 277 were formed via the presumed intermediates 275 and 276. No spectroscopic evidence was given for 277, nor was its relative configuration investigated [76JPR(318)895]. 

Two solid organic peracids have been utilized in textile bleaching products. Diperoxydodecanedioic acid, (16), [66280-55-5], a hydrotropic peracid, and the magnesium salt [78948-87-5] of monoperoxyphthalic acid, (17), [2311-91-3]y a hydrophilic peracid, were contained in bleaching products for a short... 

More complex pre-formed pereacids, such as 3-chloroperbenzoic acid223 or the magnesium salt of monoperoxyphthalic acid,224 may also be used to oxidize aromatic aldehydes, either to carboxylic acids or phenols. 

A variety of organic peroxy acids such as perbenzoic acid, MCPBA. monoperoxyphthalic acid, peracetic acid and trifiuoroperacetic acid are much stronger oxidants dian H2O2, and oxidize sulfides to sulfoxides under very mild conditions. Usually 1 equiv. of peroxy acid to sulfide is employed, otherwise overoxidation easily occurs to give sulfones. Among these, MCPBA has die advantage of being convenient to use and Ae oxidation is normally carried out at 0 C or lower temperatures, in di-chloromethane. The preparations of the base-sensitive sulfoxide (15), a new dienophile alkynyl sulfoxide (16), " and thiiraneradialene S-oxide (17) are typical examples. Selective oxidation of the sulfur atom of penicillins by polymer-supported peroxy acids in DMF or acetone is also known (equation 17). ... 

Oxidation of quinazoline with various oxidizing agents, e.g. hydrogen peroxide, chromic oxide, peracetic acid, or monoperoxyphthalic acid, affords quinazolin-4(3//)-one in high yield. The reactive species is in fact the hydrated cation which is formed from quinazoline in the presence of even a trace of water and which is readily oxidized to the respective oxo compound (cf. p 161). 2-Substituted quinazolines react similarly, whereas when a substituent is present at C4, the hydrated cation is not readily formed and the more sensitive substituent is oxidized. 

Treatment of 4-alkoxyquinazolines 1 with a diethyl ether solution of monopcroxyphthalic acid affords 4-alkoxy-l-hydroxyquinazolin-2(l/f)-ones 2 as byproducts in an average yield of 20% along with 4-alkoxyquinazolines as the main products. 4-Methoxy-l-hydroxyquinazolin-2(lf/)-one (2, R = Me) is also obtained in 57% yield by oxidation of 4-methoxyquinazoline 1-oxide with monoperoxyphthalic acid. ... 

Chloroperoxybenzoic acid, monoperoxyphthalic acid, peroxymaleic acid, or peroxytrifluoroacetic acid are also used for the preparation of quinoxaline iV-oxides 4 or 5. 

MMPP, monoperoxyphthalic acid magnesium salt MOMCl, chloromethyl methyl ether... 

The reaction of alkenes with peroxy acids provides for convenient and selective oxidation of double bonds. The peroxy acids most commonly used in the laboratory are m-chloroperoxybenzoic acid (mCPBA), monoperoxyphthalic acid magnesium salt (MMPP), peroxybenzoic acid, peroxyformic acid, peroxyacetic acid, trifluoroper-oxyacetic acid, and 7-butyl hydroperoxide f(CH3)3COOH]. The order of reactivity for... 

Ye, D Fringuelli, F. Piermatti, O. Pizzo, F., Highly Diastereoselective Epoxidation of Cycloalkenols with Monoperoxyphthalic Acid in Water. / Org. Chem. 1997, 62, 3748. 

Treatment of 2,3-diphenylcyclopropenethione with monoperoxyphthalic acid in dich-loromethane below — 30 C afforded the 5-oxide 8 as the hydrogen phthalate salt, which was converted by treatment with sodium hydrogen carbonate to the 5-oxide 9. When 3-chloro-peroxybenzoic acid was used as oxidant, 2,3-diphenylcyclopropenone and elemental sulfur were obtained. ... 

Whereas the reaction of 2,3-diphenylcyclopropenethione (27) with lead(IV) acetate or 3-chloro-peroxybenzoic acid afforded diphenylcyclopropenone (see Section 5.B.2.1.2.), the reaction with monoperoxyphthalic acid in dichloromethane at low temperature resulted in S-hydroxyla-tion to give l-(hydroxysulfanyl)-2,3-diphenylcyclopropenyliumphthalate (44) in high yield. ... 

To a solution of 2,3-diphenylcyclopropenethione (1.11 g, 5.0 mmol) in CHjClj (50 mL), which had been precooled to — 40"C, was added dropwise over 10 min, with stirring, a solution of monoperoxyphthalic acid (0.985 g, 5.4 mmol) in Et20 (20 mL), while the temperature was maintained below — 30 C. Stirring was continued for 10 min, and the yellow solid which had slowly separated during the addition was collected by filtration yield 1.99 g (96 /o) mp 95-98 "C. 

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