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1-Phenyl-2-(4-hydroxyphenyl)-3.5-dioxo-4-n- butylpyrazolidine, Urogdi, Laszlo; Kisfaludy, Lajos; Gyuran Janos: Patthy, Mrs. Andras; Trischler, Ferenc; Illes, Sandor (Richter, Gedeon, Vegyeszeti Gyar Rt.) Hung. Teljes. HU 21,369 (CI. C07D231/34), 28 Nov, 1981, Appl. 78/RI695, 29, Dec. 1978; 13pp. The title compd. (I) was prepd. from 4-(tosyloxy) azobenzene (II) by redn. |
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With Na2S/AcOH, Zn/NaOH, Zn/NH4OH, or Zn/HC1, treatment with BuCH(COCl)2 or BuCH(CO2H)2, and alk. deprotection. Thus, a mixt. Of p-HO-C6H4N:NPh and p-MeC6H4SO3H in Me2CO was stirred at pH 8.5-9 and dild. With H2O to give 96-7% II. The latter in Me2CO was added to aq. Na2S and stirred 30 min. with AcOH to give 99.5% 4-(tosyloxy)-hydrazobenzene (III). A mixt. of BuCH(COCI)2, II, and pyridine in THF stirred 2 h at room temp. gave 85% product, which was stirred with NaOH in MeOH 3 h at room temp. to give 85% I. 97:3894y CA
Sulfinpyrazone, Harsanyi, Kalman; Korosi, Marta; Gyuran Janos; Perjes, Istvan; Patyi, Sebestyn; Horvath, Peter; Karacsony, Margit; Kapolnas-Pap, Marta (Richter, Gedeon, Vegyeszeti Gyar Rt.) Hung. Teljea HU 21,845 (CI. C07D231/04), 27, Feb. 1982. Appl. 79/RI734, 08, Nov. 1979; 10pp. Sulfinpyrazone is prepd. By oxidn. Of 1,2-diphenyl-4-(2-phenylthio)ethyl)-3,5-pyrazolinedione (I) with H2O2 in an org. acid contg. A sulfide or sulfoxide. Thus, 19.4 g. I in 30 mL HOAc and 0.2 g Me2SO was treated with 4.88 mL H2O2 (36.6 g/100 mL) and the mixt. poured into ice and filtered to give 18-19 g sulfinpyrazone. 97:18241u CA
Pyrazolidinedione derivatives. Harsanyi, Kalman; Gyuran, Janos; Szollosy, Marta; Kapolnas Pap, Marta; Aracs, Janos, Mrs.; Patyi, Sevestyen; Karacsony, Margit; Kruzics, Istvan, Mrs. (Richter, Gedeon, Vegyeszeti Gyar Rt.) Hung Teljes JU 27,917 (CI. C07D231/36). 28, Nov.1983. Appl. 81/2344, 12, Aug. 1981; 11pp. Pyrazolidinedione I was prepd. Thus, a mixt. of 320 kg di-Et malonate and 392 kg 1,2-dibromoethane was |
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refluxed with 1245 kg NaOEt in EtOH, followed by the addn. Of 165 kg PhSH and addnl. refluxing for 1.2 h to give 380 kg. 80% di-Et 2-(2-(phenylthio+)ethyl)malonate. The product (300 kg) was added to 805 kg NaOBu and 180 kg 1,2-diphenylhydroazine in BuOH2 at 105-15º to give 180 kg I. 100:209810s CA
Enhancement of gluconic acid formation during fermentation. Jaksa, Istvan; Gyuran, Janos; Nemeth, Sandor; Trischler, Ferenc; Udvardy Nagy, Istvan, Mrs. (Richter, Gedeon, Vegyeszeti Gyar Rt.) Hung. Teljes HU 28,770 (CI. C12P7/58). 28, Dec. 1983. Appl. 82/2,127. 30, June 1982; 11pp. Formation of H2O2 (7722-84-1) during the fermentative conversion of glucose (50-99-7) into gluconic acid (526-95-4) with aspergillus niger inhibits the reaction. This inhibition can be removed by decompg. H2O2 with Mn2O3 (1317-34-6). MnO2 (1313-13-9), or PbO2 (1309-60-0). Thus the aerated fermn. Of medium contg. glucose 200.0, KCI 0.2, (NH4)2HPO4 2.0, urea 1.0, and MnO2 g/ 1. With A niger NRRI, -3 for 36 h at 32.4º yielded, after workup, 185.5 g calcium gluconate (299-28-5)/1. 100:173183y CA
Amorphous, anhydrous calcium gluconate D. Gyuran, Janos; Nemeth, Sandor; Jaksa, Somogyi, Margit; Jaksa, Istvan; Simonovich, Emilia; Hegedus, Bela (Richter, Gedeon, Vegyeszeti Gyar Rt.) Hung. Teljes HU 29,997 (CI. C07H7/04), 28 Geb. 1984, Appl. 82/1,761, 01 June 1982; 9pp. An aq. Soln. Of Ca pluconate is heated with a water-miscible org. solvent at a temp close to the b.p. of the solvent, followed by cooling, to ppt. amorphous anhyd. Ca gluconate D. Thus 1 L THF was treated slowly with 200 mL Ca gluconate (0.49 mol/L). at 80º, followed by cooling to 0º, to ppt. Ca gluconate D. 101:55484v CA
Tetragonal anhydrous calcium gluconate C. Gyuran, Janos; Nemeth, Sandor; Jaksa Somogyi, Margit; Jaksa, Istvan; Simonovics, Emilia; Hegedus, Bela (Richter, Gedeon, Vegyeszeti, Gyar Rt.) Hung. Teljes JU 29,928 (CI. C07H7/04), 28, Feb. 1984, Appl 82/1,760, 01 June 1982; 10pp. Tetragonal anhyd. Ca gluconate C. is prepd. By treating an aq. Ca gluconate soln. With an aq. Solvent hot miscible with water and removal of the water by distn. At 80-110º, with concomitant crystn. of Ca gluconate C. 101:55485w CA
Production of unsaturated compounds Inventor: Gyuran, John Janos, Pharmaglobe Laboratories Ltd., Canada. Eur. Pat. Appl., 14 pp.CODEN: EPXXDW EP 350320 A2 900110 AT, BE, CH, DE, ES, FR, GB, GR, IT, LI, LU, NL, SE EP 89-306907 890707 GB 88-16239 880707 Patent English MARPAT 113:24654 Abstract: Unsatd. compds., e.g. ketones and nitriles, useful in the prepn. of photodegradable polymers, are prepd. by dehydrating liquid alcohols, bearing -CH(CH2OH)X (X = activating group, e.g. CO, CN) groups in the presence of acid resins, Al2O3, and/or metal oxides. Thus, passing 4 L 4-hydroxy-3-methyl-2-butanone contg. 10 mL H3PO4 and 2.5g hydroquinone at 80.degree. over a cation exchanger (Amberlite IR-118-H) at 110.degree./100 psi gave 90% Me isopropenyl ketone. 113:24654 CA
Process for producing antihypoxic 3-[4-(4-halophenyl)-1-piperidyl- or -1,2,3,6-tetrahydro-1- pyridyl]-N-sulfamoylpropionamidine derivatives Harsanyi, Kalman; Bod, Peter; Kapolnas Pap, Marta; Kallay Sohonyai, Anna; Hegedus, Bela; Csehi, Attila; Csizer, Eva; Szporny, Laszlo; Kiss, Bela; et al. Richter, Gedeon, Vegyeszeti Gyar Rt., Hung. Hung. Teljes, 9 pp. HU 63383 A2 930830 HU 91-3609 911120 Patent Hungarian 1994:106788 CA
Novel cimetidine polymorph and process for preparing same Jeszenszky, Andor; Vegh, Ferenc; Bencsik, Peter; Nagy, Laszlo; Hegedus, Bela; Gorog, Sandor; Pap Sziklai, Zsofia; Hahnoczy, Mariann; Vereckei, Laszlo; et al. Richter, Gedeon, Vegyeszeti Gyar Rt., Hung. PCT Int. Appl., 20 pp. WO 9214713 A1 920903 W: AU, CA, JP, KR, US RW: AT, BE, CH, DE, DK, ES, FR, GB, GR, IT, LU, MC, NL, SE WO 92-HU7 920214 HU 91-502 910215 Patent English 1993:11735 CA
Preparation of 5-benzyl-substituted benzimidazoline-2-thiones as antihyperlipoproteinemics Harsanyi, Kalman; Tetenyi, Peter; Nagy, Tamas; Csehi, Attila; Gizur, Tibor; Hegedus, Bela; Maderspach, Andrea; Javor, Andras; Hajos, Gyorgy; Szporny, Laszlo Richter, Gedeon, Vegyeszeti Gyar Rt., Hung. Eur. Pat. Appl., 12 pp. EP 474109 A1 920311 DS R: AT, BE, CH, DE, DK, ES, FR, GB, GR, IT, LI, LU, NL, SE EP 91-114438 910828 HU 90-5746 900903 Patent German 1992:255612 CA
Preparation of 3-(phenylalkyl)thiazolidin-2-ones as antiulcer agents. Szabadkai, Istvan; Harsanyi, Kalman; Szabo, Zsoltne; Hegedus, Bela; Ezer, Elemer; Matuz, Judit; Szporny, Laszlo; Saghy, Katalin; Hajos, Gyorgy; et al. Richter, Gedeon, Vegyeszeti Gyar Rt., Hungary WO 9108203 A1 910613 W: JP, KR, US RW: AT, BE, CH, DE, DK, ES, FR, GB, GR, IT, LU, NL, SE WO 90-HU77 901123 HU 89-6159 891124 Patent English 1991:583273 CA
Process for producing [2-(phenylthio)ethyl]malonic acid diethyl ester Harsanyi, Kalman; Nemeth, Sandor; Hegedus, Bela; Beszedics, Gyula; Mondok, Jozsef Richter, Gedeon, Vegyeszeti Gyar Rt., Hung. Hung. Teljes, 7 pp. HU 54637 A2 910328 HU 89-2389 890512 Patent Hungarian 1991:449091 CA
Preparation and formulation of 2-thiazolidinone derivatives and their use for treatment of gastric and duodenal ulcers Szabadkai, Istvan; Harsanyi, Kalman; Lampert, Agnes; Domany, Gyorgy; Hegedus, Bela; Kapolnas Pap, Marta; Ezer, Elemer; Matuz, Judit; Saghy, Katalin; et al. Richter, Gedeon, Vegyeszeti Gyar Rt., Hung. Eur. Pat. Appl., 14 pp. EP 320910 A1 890621 R: AT, BE, CH, DE, ES, FR, GB, GR, IT, LI, NL, SE EP 88-120908 881214 HU 87-5632 871214 Patent English 1990:77171 CA
Preparation of N-benzyl-2,3-thiomorpholinedione-2-oximes as ulcer inhibitors Szabadkai, Istvan; Harsanyi, Kalman; Lampert, Agnes; Domany, Gyorgy; Hegedus, Bela; Ezer, Elemer; Matuz, Judit; Saghy, Katalin; Szporny, Laszlo; et al. Richter, Gedeon, Vegyeszeti Gyar Rt., Hung. PCT Int. Appl., 23 pp. WO 8905805 A1 890629 DS W: JP, KR, US RW: AT, BE, CH, DE, FR, GB, IT, LU, NL, SE AI WO 88-HU80 881213 HU 87-5630 871214 Patent English 1990:55897 CA
Pyridine derivatives and their pharmaceutical use
2-Pyridinethiol derivatives, Ezer, Elemer; Harsanyi, Kalman; Vikar Petho, Hajnalka; Matuz, Judit; Szporny, Laszlo; Cholnoky, Eszter; Kuthi, Csaba; Trischler, Ferenc; Hegedus, Bela; et al. Richter, Gedeon, Vegyeszeti Gyar Rt., Hung. Eur. Pat. Appl., 42 pp. EP 177907 A1 860416 R: AT, BE, CH, DE, FR, GB, IT, LI, NL, SE EP 85-112599 851004 HU 84-3775 841005 Patent German 1986:435622 CA
Dimethyl N-cyanimidodithiocarboxylate Harsanyi, Kalman; Gizur, Tibor; Jeszenszky, Andor; Nagy, Ferenc; Herenyi, Bulcsu; Marton, Laszlo, Mrs.; Hegedus, Bela Richter, Gedeon, Vegyeszeti Gyar Rt., Hung. Hung. Teljes, 9 pp. HU 34156 O 850228 HU 83-1836 830525 Patent Hungarian 1985:541467 CA |
