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Okada T.,Nippon Light Metal Company | Matsumuro H.,Shizuoka Institute of Science and Technology | Kitagawa S.,Shizuoka Institute of Science and Technology | Iwai T.,Shizuoka Institute of Science and Technology | And 4 more authors.
Synlett | Year: 2015

Oxidation of sulfides with sodium hypochlorite pentahydrate crystals (1.1 equiv) in an aqueous acetonitrile solution selectively produces the corresponding sulfoxides in high yields. This procedure is catalyst-free and environmentally benign. © 2015 Georg Thieme Verlag Stuttgart. New York.


Patent
Nippon Light Metal Company and Iharanikkei Chemical Industry Co. | Date: 2013-12-06

A method of producing a phthaloyl dichloride compound, the method including: providing a compound represented by the following formula (1) and a compound represented by the following formula (2); and bringing the compound represented by the following formula (1) and the compound represented by the following formula (2) into reaction, so as to form a compound represented by the following formula (3), in the presence of at least one compound selected from a zirconium compound, a hafnium compound, and zinc oxide; wherein, in formulae, X represents a hydrogen atom, a halogen atom, a nitro group, a methyl group, or a methoxy group; when the X is plural, Xs may be the same or different from each other; n represents an integer of from 0 to 2; R represents a halogen atom, a chlorocarbonyl group, a low carbon number alkyl group, or a halogen-substituted low carbon number alkyl group; when the R is plural, Rs may be the same or different from each other; and m represents an integer of from 0 to 2.


Okada T.,Nippon Light Metal Company | Asawa T.,Nippon Light Metal Company | Sugiyama Y.,Nippon Light Metal Company | Kirihara M.,Shizuoka Institute of Science and Technology | And 2 more authors.
Synlett | Year: 2014

Sodium hypochlorite pentahydrate crystals containing less free sodium hydroxide and sodium chloride have been developed as an improved oxidant. Primary and secondary alcohols have been oxidized to the corresponding aldehydes and ketones with ÂNaOCl·5H2O in the presence of TEMPO/Bu4NHSO4. This new oxidation method does not require pH adjustment and is applicable to sterically hindered secondary alcohols. © Georg Thieme Verlag Stuttgart New York.


Okada T.,Nippon Light Metal Company | Matsumuro H.,Shizuoka Institute of Science and Technology | Iwai T.,Shizuoka Institute of Science and Technology | Kitagawa S.,Shizuoka Institute of Science and Technology | And 6 more authors.
Chemistry Letters | Year: 2015

The reaction of disulfides or thiols with sodium hypochlorite pentahydrate in acetic acid efficiently provided the corresponding sulfonyl chlorides in high yields. © 2015 The Chemical Society of Japan.


Okada T.,Nippon Light Metal Company | Asawa T.,Nippon Light Metal Company | Sugiyama Y.,Nippon Light Metal Company | Iwai T.,Shizuoka Institute of Science and Technology | And 2 more authors.
Tetrahedron | Year: 2016

The novel oxidant of sodium hypochlorite pentahydrate (NaOCl·5H2O), which is now available for industrial and laboratory use has several advantageous properties. The crystalline material has 44% of NaOCl, contains minimal sodium hydroxide and sodium chloride, and the aqueous solution indicates pH 11-12. Herein, NaOCl·5H2O crystals are examined for use as an oxidant for primary and secondary alcohols, with or without nitroxyl radicals, in the presence or absence of phase-transfer catalysts. The pentahydrate crystals alone (without nitroxyl radicals) demonstrate a powerful oxidizing ability, converting secondary alcohols to the corresponding ketones. In the presence of TEMPO (2,2,6,6-tetramethylpiperidine 1-oxyl) or 1-Me-AZADO (1-methyl-2-azaadamantane N-oxy radical), sterically hindered secondary alcohols are oxidized without pH adjustment. A proposed mechanism for the oxidation is discussed. © 2016 Elsevier Ltd.

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