7251-82-3

Usage

Uses

Used in Pharmaceutical Industry:
4-methylisoindole-1,3-dione is used as a key intermediate in the synthesis of various pharmaceuticals. Its unique structure allows for the development of new drugs with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical sector, 4-methylisoindole-1,3-dione is utilized as an intermediate for the production of agrochemicals. This contributes to the development of effective pesticides and other agricultural products.
Used in Dye and Pigment Production:
4-methylisoindole-1,3-dione is employed as an intermediate in the manufacturing process of dyes and pigments. Its chemical properties make it suitable for creating a wide range of colorants used in various industries.
Used in Organic Compound Synthesis:
4-methylisoindole-1,3-dione is also used in the synthesis of other organic compounds, highlighting its versatility and importance in the chemical industry. Its role as a building block facilitates the creation of diverse molecules for various applications.

InChI:InChI=1/C9H7NO2/c1-5-3-2-4-6-7(5)9(12)10-8(6)11/h2-4H,1H3,(H,10,11,12)

Upstream product

• 136918-14-4 phthalimide 
• 50-00-0 formaldehyd 
• 36715-97-6 3-methylphthalonitrile 
• 37102-74-2 3-methylphthalic acid 
• 1147550-11-5 ammonium thiocyanate 
• 14346-57-7 3-methyl-phthalic acid-1-methyl ester 
• 4792-30-7 3-methylphthalic acid anhydride 
• 63089-46-3 3-methylphthalamide 
• 55321-98-7 2,6-dimethylbenzamide 
• 1885-76-3 2-cyano-3-nitrotoluene 
• 5522-66-7 3,3'-(3,7,12,17-tetramethyl-8,13-divinyl-21H,23H-porphine-2,18-diyl)-bis-propionic acid dimethyl ester 
• 39627-61-7 7-methyl-1-indanone 
• 56043-01-7 2-amino-6-methylbenzonitrile 
• 124808-91-9 2,6-Dimethylbenzoylurea 

Downstream Products

• 63089-46-3 3-methylphthalamide 
• 739365-30-1 4-methyl-2,3-dihydro-1H-isoindole 
• 83844-42-2 2,3-Dihydro-2,4-dimethyl-1H-isoindole-1,3-dione 

Relevant academic research and scientific papers

Synthesis method of phthalimide and phenyl ring-substituted phthalimide derivative

The invention provides a synthesis method of phthalimide and a phenyl ring-substituted phthalimide derivative. The synthesis method comprises that aromatic ketone and ammonia gas or an ammonia gas precursor as substrates and air or oxygen as an oxygen source undergo a reaction under catalyst action and liquid phase conditions to produce phthalimide and a phenyl ring-substituted phthalimide derivative. The synthesis method is mild, realizes high oxidation efficiency and a high product yield, utilizes oxygen or air as an oxygen source, is economic and eco-friendly and has a good application prospect.

The first experimental demonstration of side chain extension of geoporphyrins in sediments

To investigate the formation process of high carbon number (>C 32) sedimentary porphyrins, heating experiments of several porphyrins were performed. Chromic acid oxidation of the heating products of protoporphyrin IX dimethyl ester afforded 2-methyl-3-npropylmaleimide as the predominant product among the side-chain extension products formed. On the other hand, saturated substituents of etioporphyrin were also extended on heating to slowly form normal and branched homologs. These results may suggest that the transalkylation of porphyrin side chains proceeds mainly by a regioselective mechanism involving alkyl radical addition to a vinyl group of chlorophylls or their diagenetic products.

Inhibitors of dipeptidyl peptidase 8 and dipeptidyl peptidase 9. Part 2: Isoindoline containing inhibitors

To obtain selective and potent inhibitors of dipeptidyl peptidases 8 and 9, we synthesized a series of substituted isoindolines as modified analogs of allo-Ile-isoindoline, the reference DPP8/9 inhibitor. The influence of phenyl substituents and different P2 residues on the inhibitors' affinity toward other DPPs and more specifically, their potential to discriminate between DPP8 and DPP9 will be discussed. Within this series compound 8j was shown to be a potent and selective inhibitor of DPP8/9 with low activity toward DPP II.

Structural elucidation of an oxidation product of sedimentary porphyrins by one-pot synthesis of 3-methylphthalimide

One-pot synthesis of 3-methylphthalimide was achieved from 1,2,3-trimethylbenzene. The starting compound was oxidized in two steps to produce methylphthalic acids. The o-isomer was converted into its anhydride, which was subjected to thermal reaction with urea to form 3-methylphthalimide. The product was identical with the reported oxidation product of sedimentary porphyrins.

Chemical oxidation of an anticonvulsant N-(5'-methylisoxazol-3-yl) 2,6- dimethylbenzamide (D2916)

The new anticonvulsant N-(5'-methylisoxazol-3-yl)-2,6-dimethylbeazamide (D2916), which presents two kinds of methyl groups which could be oxidized, was submitted to various chemical oxidizing agents. Several sites and degrees of oxidation were observed. The main oxidized site was the arylmethyl group without cleavage of the isoxazole ring, leading via carboxylic acid and primary alcohol intermediates to phthalimide and lactame derivatives. In no case was the methyl group of the isoxazole moiety hydroxylated.

Kinetic and equilibrium in the ammonolysis of substituted phthalimides

Kinetic studies are reported for the base hydrolysis to phthalamic acid anions (H) and ammonolysis to phthalamides (A) for seven phthalimides (P): 1, unsubstituted; 2, 4-NO2; 3, 4-Cl; 4, 4-tBu; 5, 3-NO2; 6, 3-Me; 7, 3-Me3Si.The hydrolysis kinetics require two mechanisms, one which is first order in neutral imide and first order in hydroxide ion, and a second, which is important only in quite concentrated NaOH, which is first order in neutral phthalimide and second order in hydroxide ion.Ammonolysis kinetics for 1-5 revealed the rate law: Rate = kN ->.A mechanism is proposed with rate-determining breakdown of the anionic form of the tetrahedral intermediate derived by addition of NH3 to the phthalimide.The ammonolysis is reversible.The phthalamide hydrolyzes to the phthalamic acid via cyclization to an intermediate phthalimide, which is detected in concentrated base where its formation from phthalamide is more rapid than its subsequent hydrolysis.Rate constants for the cyclization follow the rate law: Rate = kcyc ->.This reaction is the microscopic reverse of the ammonolysis, and the ratio kN/kcyc provides the equilibrium constant Keq for the reaction P + NH3 = A.Values for 1-5 lie in the range 2 x 102 - 4 x 103.With 3-methylphthalimide, kinetics in aqueous ammonia do not obey a first-order relationship, but they could be analyzed by a scheme whereby the phthalimide is converted reversibly to the phthalamide and simultaneously undergoes an irreversible hydrolysis.The value of Keq in the system is 1.8.With 3-trimethylsilylphthalimide the value of Keq is further reduced to 0.01.The ammonolysis reaction does occur more quickly than hydrolysis but the equilibrium is so unfavorable that even in concentrated ammonia only a small amount of the phthalamide is ever formed.