Nissan Chemical Industries Limited

Shuzo Shinke

Shinichiro Takigawa

Norio Tanaka

Michito Tagawa

Takashi Furusato

Masao Kuwahara

Hiroyuki Yamazaki

Hiroyuki Narushima

Yoshio Kamiya

Satoshi Hoshiyama

Kanji Otsuka

Shigeru Futamura

Hiroyuki Muto

A process for preparing a pyrazolecarboxylic acid compound of the formula (II): ##STR1## wherein Y and Z each represent a hydrogen, a halogen, a nitro, a cyano, COOR.sub.1, NR.sub.1 R.sub.2, CONR.sub.1 R.sub.2, SR.sub.1, SO.sub.2 NR.sub.1 R.sub.2, SO.sub.2 R.sub.3, R.sub.3 CO, OR.sub.4, CHX.sub.2 or CX.sub.3 ; A represents a hydrogen, an alkyl having 2 to 4 carbons, a phenyl, a pyridyl or OR.sub.5 ; where R.sub.1 and R.sub.2 each represent a hydrogen or an alkyl having 1 to 10 carbons; R.sub.3 represents an alkyl having 1 to 10 carbons; R.sub.4 represents a hydrogen, an alkyl having 1 to 10 carbons, a phenyl, CHF.sub.2, CF.sub.3 or CF.sub.3 CH.sub.2 ; R.sub.5 represents an alkyl having 1 to 10 carbons; and X represents a halogen, which comprises oxidizing a pyrazole compound of the formula (I): ##STR2## wherein Y, Z and A have the same meanings as above, by contacting the compound of formula (I) with an oxygen-containing gas in the presence of a metal catalyst at 20.degree. to 200.degree. C., the partial pressure of the oxygen-containing gas being from atmospheric pressure to 80 kg/cm.sup.2 and the metal catalyst is in an amount of 0.1 to 20 gram-atom based on 100 moles of the compound of formula (I) and is at least one compound selected from the group consisting of iron compounds, cobalt compounds, nickel compounds, manganese compounds, cerium compounds and zirconium compounds.

Process for preparing pyrazolecarboxylic acid compounds

A process for producing substituted benzoic acids represented by General Formula II: ##STR1## wherein Q represents a member selected from the group consisting of hydrogen, halogen atoms, --CN, --NO.sub.2, --COOH, --COOR.sub.1, --COR.sub.1, --SR.sub.1, --SO.sub.2 R.sub.1 and --OR.sub.2 ; and Y and Z each represents a member selected from the group consisting of halogen atoms, --CN, --NO.sub.2, --COOH, --COOR.sub.1, --COR.sub.1, --SR.sub.1, --SO.sub.2 R.sub.1 and --OR.sub.2 (in which R.sub.1 represents an alkyl group containing 1 to 10 carbon atoms; and R.sub.2 represents an alkyl group containing 1 to 10 carbon atoms or a phenyl group which may be substituted), which comprises oxidizing a substituted toluene represented by General Formula I: ##STR2## wherein W represents a member selected from the group consisting of hydrogen, halogen atoms, --CH.sub.3, --CN, --NO.sub.2, --COOH, --COOR.sub.1, --COR.sub.1, --SR.sub.1, --SO.sub.2 R.sub.1 and --OR.sub.2 ; and Y and Z have the same meanings as defined above with an oxygen-containing gas in the presence of a metal compound catalyst.

Substituted benzoic acids

An efficient process of optical resolution is provided for producing an L-amino acid represented by the following formula (I): ##STR1## wherein R is --CH.sub.2 CO.sub.2 H, --CH.sub.2 CONH.sub.2, --CO.sub.2 H or ##STR2## in which R.sup.1 is hydrogen atom, an alkyl group having 1 to 10 carbon atoms or a halogen-substituted alkyl group having 1 to 10 carbon atoms. The process comprises an optical resolution of an N-substituted carbonyl-D,L-amino acid represented by the formula (II): ##STR3## (wherein R is the same as defined above and R.sup.2 is an alkanoyl group having 1 to 5 carbon atoms, benzoyl group, a halogen-substituted alkanoyl group having 1 to 5 carbon atoms or a halogen-substituted benzoyl group), its salt or a mixture thereof, by means of cells of a microorganism, a fermentation broth of a microorganism, a treated fermentation broth of a microorganism or a mixture thereof, said microorganism being selected from the bacteria of the genera Serratia, Staphylococcus, Bacillus, Flavobacterium, Achromobacter and Alcaligenes and actinomycetes of the genera Actinoplanes, Streptosporangium and Sebekia.

Process for producing optically active amino acids

There is disclosed a process for preparing a pyrazolecarboxylic acid derivative represented by the formula (II): ##STR1## wherein Y and Z each represent a hydrogen atom, a halogen atom, a nitro group, a cyano group, COOR.sub.1, NR.sub.1 R.sub.2, CONR.sub.1 R.sub.2, SR.sub.1, SO.sub.2 NR.sub.1 R.sub.2, SO.sub.2 R.sub.3, R.sub.3 CO, OR.sub.4, CHX.sub.2 or CX.sub.3 ; A represents a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, a substituted or unsubstituted phenyl group, a substituted or unsubstituted pyridyl group or OR.sub.5 ; where R.sub.1 and R.sub.2 each represent a hydrogen atom or an alkyl group having 1 to 10 carbon atoms; R.sub.3 represents an alkyl group having 1 to 10 carbon atoms; R.sub.4 represents a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted phenyl group, CHF.sub.2, CF.sub.3 or CF.sub.3 CH.sub.2 ; R.sub.5 represents an alkyl group having 1 to 10 carbon atoms; and X represents a halogen atom, which comprises oxidizing a pyrazole compound represented by the formula (I): ##STR2## wherein Y, Z and A have the same meanings as defined above, with an oxygen-containing gas in the presence of a metal compound catalyst.

In a process for producing an alcohol by hydroformylation comprises reacting a straight chained, branched or alicyclic mono-olefin having from 3 to 20 carbon atoms with carbon monoxide and hydrogen to form an alcohol having carbon atoms greater in number by one than the carbon atoms of the mono-olefin, the improvement comprises

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Funabashi, Japan

Shuzo Shinke