公开(公告)号：JPS63218651A

公开(公告)日：1988-09-12

申请号：JP5214787

申请日：1987-03-09

Applicant: TORAY INDUSTRIES

Inventor： WADA SEIKICHI ,  NAKAOKA KENJI

IPC: B01J31/04 ,  C07B61/00 ,  C07C67/00 ,  C07C233/65 ,  C07C253/00 ,  C07C255/50 ,  C07C255/54

Abstract: PURPOSE:To economically obtain the titled compound of good quality useful as medicines without using expensive chemicals, by thermally reacting benzoic acids with urea in a molten state using cobalt acetate and boric acid together as a catalyst. CONSTITUTION:Benzoic acids are thermally reacted with urea in a molten state to afford benzonitriles. In the process, cobalt acetate and boric acid are used together as a catalyst. The cobalt acetate is preferably added in an amount of about 0.1-5wt.%, particularly about 0.3-3wt.% expressed in terms of cobalt acetate tetrahydrate. the boric acid is preferably added in an amount of about 0.1-5wt.%, particularly about 0.3-3wt.% expressed in terms of orthoboric acid. The reaction is carried out at >=about 160 deg.C, particularly about 180-210 deg.C in the former stage thereof and the temperature is increased to >=220 deg.C, preferably 230-280 deg.C in the latter stage thereof.

公开(公告)号：JPS60166655A

公开(公告)日：1985-08-29

申请号：JP1986884

申请日：1984-02-08

Applicant: TORAY INDUSTRIES

Inventor： WADA SEIKICHI ,  NAKAOKA KENJI

IPC: C07C255/56 ,  C07C67/00 ,  C07C253/00

Abstract: PURPOSE:To obtain the titled compound of good hue useful as a raw material for liquid crystals, etc. in high yield in one step using an inexpensive oxidizing agent, by treating p-cyanobenzyl chloride with an aqueous solution of hexamethylenetetramine in the two-layer system of oil and water. CONSTITUTION:p-Cyanobenzyl chloride is dissolved in a water-immiscible hydrophobic inert organic solvent, e.g. benzene, toluene or xylene, and reacted with an aqueous solution of hexamethylenetetramine in the two-layer system of oil and water at 60-100 deg.C to give the aimed substance. The molar amount of the hexamethylenetetramine to be used is 1-2 times that of the p-cyanobenzyl chloride, and the amount of the solvent to be used is 1-6 times that of the p- cyanobenzyl chloride. The p-cyanobenzyl chloride is obtained by reacting p-tolunitrile with chlorine in the presence of light or a radical initiator.

公开(公告)号：JPS6032758A

公开(公告)日：1985-02-19

申请号：JP13763683

申请日：1983-07-29

Applicant: TORAY INDUSTRIES

Inventor： WADA SEIKICHI ,  NAKAOKA KENJI

IPC: C07C255/50 ,  C07C67/00 ,  C07C253/00

Abstract: PURPOSE:To produce the titled compound useful as a raw material of pharmaceuticals, agricultural chemicals, etc., in high yield and purity, by reacting a benzoic acid compound with urea in molten state keeping the reaction mixture to a temperature above a specific temperature at least in the latter stage of the reaction. CONSTITUTION:The objective benzonitrile compound is obtained by reacting a benzoic acid compound with urea in molten state keeping the reaction mixture at a temperature above a specific temperature at least in the latter stage of the reaction. In the former stage of the reaction, the benzoic acid compound is made to react with urea to form mainly a benzamide compound, and when the benzoic acid compound is converted almost completely to the benzamide compound, the reaction mixture is heated at >=220 deg.C in the latter stage of the reaction to convert the benzamide compound to benzonitrile compound. Since the boiling point of benzonitrile compound is usually 220-260 deg.C, the reaction is carried out while distilling out the produced benzonitrile compound from the reactor together with by-produced water. The equilibrium of the reaction is shifted to the product side, and the product can be separated by this process without thermal degradation.

公开(公告)号：JPS625899B2

公开(公告)日：1987-02-07

申请号：JP13763683

申请日：1983-07-29

Applicant: TORAY INDUSTRIES

Inventor： WADA SEIKICHI ,  NAKAOKA KENJI

IPC: C07C255/50 ,  C07C67/00 ,  C07C253/00