Phthalyl

Treatment with PCI5 gives phthalyl chloride reduction with zinc and ethanoic acid or NaOH gives phthalide. Fusion with urea gives phthalimide. 

Phthalyl derivatives. Many amino acids condense with phthalic anhydride at 180-185° to yield crystaUine phthalyl derivatives ... 

Dinltro-benzoate Phenyl-ureldo Acid p-Toluene- sulphonate 2 4-Dlchloro-phenoxy-acetate a-Napbthyl-ureldo Acid Phthalyl Derivative... 

The modified procedure involves refluxing the N-substituted phthaUmide in alcohol with an equivalent quantity of hydrazine hydrate, followed by removal of the alcohol and heating the residue with hydrochloric acid on a steam bath the phthalyl hydtazide produced is filtered off, leaving the amine hydrochloride in solution. The Gabriel synthesis has been employed in the preparation of a wide variety of amino compounds, including aliphatic amines and amino acids it provides an unequivocal synthesis of a pure primary amine. 

Benzylatnine. Warm an alcoholic suspension of 118-5 g. of finely-powdered benzyl phthalimide with 25 g. of 100 per cent, hydrazine hydrate (CAUTION corrosive liquid) a white, gelatinous precipitate is produced rapidly. Decompose the latter (when its formation appears complete) by heating with excess of hydrochloric acid on a steam bath. Collect the phthalyl hydrazide which separates by suction filtration, and wash it with a little water. Concentrate the filtrate by distillation to remove alcohol, cool, filter from the small amount of precipitated phthalyl hydrazide, render alkaline with excess of sodium hydroxide solution, and extract the liberated benzylamine with ether. Dry the ethereal solution with potassium hydroxide pellets, remove the solvent (compare Fig. //, 13, 4) on a water bath and finally distil the residue. Collect the benzylamine at 185-187° the 3ueld is 50 g. 

Triphenyl phosphate is a crystalline solid which has less compatibility with the polymer. This may be expected from solubility parameter data. It is often used in conjunction with dimethyl phthalate and has the added virtues of imparting flame resistance and improved water resistance. It is more permanent than DMP. Triacetin is less important now than at one time since, although it is compatible, it is also highly volatile and lowers the water resistance of the compound. Today it is essential to prepare low-cost compounds to allow cellulose acetate to compete with the synthetic polymers, and plasticisers such as ethyl phthalyl ethyl glycollate, which are superior in some respects, are now rarely used. 

N-PHTHALYL-l-P-PHENYLALANINE (2-Isoindolineacetic acid, [Pg.82]

N-Phthalyl-L-phenylalanine has been prepared by the fusion of L-alanine with phthalic anhydride. 

It IS by a similar process that alizaiin has been synthesised w ith the oliject of ascertaining its constitution (see Notes on Prep. 110, p. 316), When two molecules of phenol and one molecule of phthalic anhydride are heated together with cone, sulphuric acid, then phenolphthalein is formed (Baeyei). Its constitution has been determined by its synthesis from phthalyl chloride and benzene by means of the Friedel-Crafts leaction (see Notes on Piep. 100, p. 309). Phthalyl chloride and benzene yield in presence of AlCl., phthalophenone. 

Anthraquinone.—The constitution of anlhraqinnone is demed fiom various syntheses, such as the action of zinc dust on a mixture of phthalyl chloride and benzene, or by lieating benzoyl benzoic acid with II,Or,... 

Phthalyl Chloride (11,88) In nearly quantitative yields by the interaction of phthalic anhydride and thionyl chloride at 220° in the presence of very small amounts of zinc chloride. Kyrides, J. Am. Chem. Soc. 59, 206 (1937). 

Various well established procedures are described in the literature273,274,296. The procedure generally used for polyesters is the phthalylation or acetylation of OH groups with phthalic or acetic anhydrides followed by back titration of excess carboxy groups. Moisture does not interfere but the addity of the sample must be taken into account. The use of pyromellitic dianhydride is also reported320. ... 

Phthalyl Peroxide (or Phthalylsuperoxide). (C8H404)x structure unknown cryst. Explds ca 136° and on contact with coned sulfuric acid Refs 1) Beil 9,804 2) H.V. Pechmann L. 

L-Pkenylalanine, reaction with phthalic anhydride to yield N-phthalyl-L-phenylalanine, 40,82 Phenyl terf-BUTYL ether, 41, 91 a-Phenylethylamine, N-chlorination of, 41,82... 

Phosphorus pentachloride, for conversion of pentaacetylgluconic add to add chloride, 41, 80 for oxidation of cycloheptatriene to tropylium fluoborate, 43, 101 with cyanoacetic acid, 41, 5 Phosphorus tribromide, reaction with 1.5-hexadien-3-ol, 41, 50 Phthalic anhydride, reaction with L-phenylalanine to yield N-phthalyl-L-phenylalanine, 40, 82 Phthalic monoperacid, 42, 77 N-Phthalyl-i.-alanine, 40, 84 N-Phthalyl-/3-alanine, 40, 84 N-Phthalylglycine, 40, 84 N-Phthalyl-l-/5-phenylalanine, 40, 82... 

Hydroxyl endgroups are usually titrated by acetylation or phthalylation in pyridine using an excess acetyl chloride, acetic anhydride, or phthalic anhydride. The excess of reactant is hydrolyzed and back titrated by aqueous sodium or potassium hydroxide. 

The anomalous behaviour observed in attempted 1-deprotection of certain 4-heteroarylmethyl-l-(4-methoxyphenyl)-2-azetidinones by the action of CAN has been investigated further <961771 > and evidence obtained to support the mechanism proposed, which involves the intermediate 47 when the 4-substituent is the tetrazolylmethyl group as in 46 <96T10169>. Use of the novel enzyme, o-phthalyl amidase, as a deprotection agent for P-lactams has been developed <96MI875>. 

Alkylation of 1,2,3-triazole with Ar-(2-bromocthyl)phthalimidc in the presence of Cs2C03 followed by cleavage of the phthalyl moiety with hydrazine provides l-(2-aminoethyl)-l,2,3-triazole 94 in 51% yield <2003JME1116>. A reaction of 4-nitro-l,2,3-triazole with propargyl bromide in the presence of KOH gives a mixture of isomeric 1-propargyl-l,2,3-triazoles 95 and 96 in the equimolar ratio <2003RJ01792>. However, in acidic media, when N-l... 

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