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1.
Yoshio Ueno Jinya Koshitani Takatoshi Yoshida 《Journal of heterocyclic chemistry》1981,18(6):1245-1246
Photochemical reactions of 6-alkylamino- and 6-alkylanilino-5H-benzo[a]phenothiazin-5-ones have been investigated. 6-Ethylamino- and 6-isopropylamino-5H-benzo[a]phenothiazin-5-ones and 6-methylanilino- and 6-ethylanilino-5H-benzo[a]phenothiazin-5-ones gave 6-amino-5H-benzo[a]phenothiazin-5-one and 6-anilino-5H-benzo[a]phenothiazin-5-one, respectively, on irradiation. 相似文献
2.
W. B. Kang Seiko Nan'Ya Yasushi Yamaguchi Etur
Maekawa Yoshio Ueno 《Journal of heterocyclic chemistry》1987,24(1):91-94
The 2,6-disubstituted-, 3,6-disubstituted-5H-benzo[a]phenothiazin-5-one derivatives and 7-substituted-benzo[a] [1,4]benzothiazino[3,2-a]phenothiazine derivatives were prepared by the condensation of 2,3,6-trisubstituted-1,4-naphthoquinones with 2-aminothiophenol. The resulting compounds were subjected to reduction, dehalogenation and condensation with aniline. Some of the condensation intermediates were isolated and the reaction mechanism was also investigated. 相似文献
3.
Seiko Nan'ya Etur Maekawa Wen-Bing Kang Yoshio Ueno 《Journal of heterocyclic chemistry》1986,23(6):1697-1700
The 1,6-disubstituted- and 4,6-disubstituted-11-aza-5H-benzo[a]phenoxazin-5-one as well as 6-substituted-11-aza-5H-pyrido[a]phenoxazin-5-one derivatives were prepared by the condensation of 2-amino-3-hydroxypyridine with 5-substituted-2,3-dihalogeno-1,4-naphthoquinones and 6,7-dibromo-5,8-quinolinequinone respectively. The resulting compounds were subjected to reduction, acetylation, dehalogenation and reaction with aniline. 相似文献
4.
Yoshio Ueno Yutaka Takeuchi Jinya Koshitani Takatoshi Yoshida 《Journal of heterocyclic chemistry》1982,19(1):167-169
6-Alkylthio- and 6-phenylthio-5H-benzo[a]phenothiazin-5-ones were prepared by the photochemical reaction of 5H-benzo[a]phenothiazin-5-one with alkylthiols and thiophenol. The structures of newly prepared compounds were determined by elemental analysis, spectroscopic methods (ir, nmr and ms) and comparison with a sample prepared by an alternate route. 相似文献
5.
Sobhi M. Gomha 《Monatshefte für Chemie / Chemical Monthly》2009,32(7):213-220
Abstract
The reaction of 2-mercapto-6,7,8,9-tetrahydro-3H-benzo[4,5]thieno[2,3-d]pyrimidin-4-one or its 2-methylthio derivative with hydrazonoyl halides, in the presence of triethylamine, yielded 6,7,8,9-tetrahydrobenzo[4,5]thieno[2,3-d]-1,2,4-triazolo[4,5-a]pyrimidin-5-ones. The structure of the latter compounds was further confirmed by reaction of 2-mercapto-6,7,8,9-tetrahydro-3H-benzo[4,5]thieno[2,3-d]pyrimidin-4-one with the appropriate active chloromethylenes followed by coupling of the products with benzenediazonium chloride to afford the non-isolable azo-coupling products which converted, in situ, to 6,7,8,9-tetrahydrobenzo[4,5]thieno[2,3-d]-1,2,4-triazolo[4,5-a]pyrimidin-5-ones. The reaction mechanism was proposed and the products were screened for their biological activity. Some of the newly synthesized compounds had a moderate effect against some bacterial and fungal species. 相似文献6.
Yoshio Ueno Seiko Nan'ya Hitoshi Hayakawa Wen-Bing Kang Eturô Maekawa 《Monatshefte für Chemie / Chemical Monthly》1987,118(3):381-385
Several substituted 6-anilino-5H-benzo[a]phenothiazin-5-one derivatives were prepared by condensation of substituted 1,4-naphthoquinones with 2-aminobenzenethiol in pyridine. The reduction and acetylation of the resulting compounds were also investigated.
Synthese einiger 5H-Benzo[a]phenothiazin-5-on-Derivate
Zusammenfassung Es wurden mittels Kondensation substituierter 1,4-Naphthochinone mit 2-Aminothiophenol in Pyridin einige substituierte 6-Anilino-5H-benzo[a]phenothiazin-5-one dargestellt. Die Reduktion und Acetylierung der resultierenden Verbindungen wurde ebenfalls untersucht.相似文献
7.
The thieno[3,2-e][1,4]diazepin-2-one ( 1a ), the thieno[2,3-e] [ 1,4] diazepin-2-one ( 1b ), the pyrazolo[3,4-e][1,4]diazepin-2-one ( 1c ) and a chloro analog of 1b , compound 1d , were each converted to derivatives of the novel tricyclic ring systems 4H-imidazo[1,5-a]thieno[2,3-f] [1,4]-diazepine, 4Himidazo[1,5a]thieno[2,3f][1,4]diazepine and 4H-imidazo[ 1,5-a]pyrazolo[4,3-f]-[1,4]diazepine. Depending on the substituents desired on the imidazo ring, two different synthetic pathways were employed. 相似文献
8.
W. B. Kang Seiko Nan'ya Etur
Maekawa Yoshio Ueno 《Journal of heterocyclic chemistry》1988,25(1):113-117
The acid-catalysed reaction of substituted 1,4-naphthoquinones with o-aminoheterocyclic thiones in alcoholic solution afforded substituted monoazabenzo[a]phenothiazin-5-ones 4,5 and substituted benzo[a][1,4]diazabenzothiazino[3,2-c]phenothiazin-5-one ( 6 ). Some of the resulting compounds were subjected to dehalogenation. The structures of the products were assigned by elemental analysis, 1H-nmr, and other spectral analysis. 相似文献
9.
Sobhi M. Gomha 《Monatshefte für Chemie / Chemical Monthly》2009,140(2):213-220
Abstract The reaction of 2-mercapto-6,7,8,9-tetrahydro-3H-benzo[4,5]thieno[2,3-d]pyrimidin-4-one or its 2-methylthio derivative with hydrazonoyl halides, in the presence of triethylamine, yielded 6,7,8,9-tetrahydrobenzo[4,5]thieno[2,3-d]-1,2,4-triazolo[4,5-a]pyrimidin-5-ones. The structure of the latter compounds was further confirmed by reaction of 2-mercapto-6,7,8,9-tetrahydro-3H-benzo[4,5]thieno[2,3-d]pyrimidin-4-one with the appropriate active chloromethylenes followed by coupling of the products with benzenediazonium chloride
to afford the non-isolable azo-coupling products which converted, in situ, to 6,7,8,9-tetrahydrobenzo[4,5]thieno[2,3-d]-1,2,4-triazolo[4,5-a]pyrimidin-5-ones. The reaction mechanism was proposed and the products were screened for their biological activity. Some
of the newly synthesized compounds had a moderate effect against some bacterial and fungal species.
Graphical abstract
相似文献
10.
Hitoshi Hayakawa Seiko Nan'ya Tetsuo Yamamoto Etur Maekawa Yoshio Ueno 《Journal of heterocyclic chemistry》1986,23(6):1737-1740
The 1- and 4-substituted-5H-benzo[a]phenoxazin-5-ones (substitutents: nitro, amino and acetylamino) were prepared by the condensation of o-aminophenol with 5-substituted-2,3-dichloro-1,4-naphthoquinones. The resulting compounds were subjected to reduction, acetylation and dehalogenation. 相似文献
11.
Abdelali Daich Frantisek Povazanec Bernard Decroix 《Journal of heterocyclic chemistry》1991,28(8):1911-1915
The appropriate substituted carbonylazides I treated with warm acetic acid give the corresponding acetamide IV or the cyclic lactam VI . This is a convenient route to 10,11-Dihydro-5H-pyrrolo[1,2-a][1,4]-benzodiazepin-11-one and 10,11-Dihydro-4H-thieno[2,3-e]pyrrolo[1,2-a][1,4]diazepin-10-one. 相似文献
12.
2-Hydroxy-4H-benzo[4,5]thiazolo[3,2-a]pyrimidin-4-one 2a and 7-hydroxy-5H-thiazolo[3,2-a]pyrimidin-5-one 2b, were obtained in high yields under mild conditions from the cyclization reactions of bis-(2,4,6-trichlorophenyl) malonate and 2-aminobenzothiazole or 2-aminothiazole, respectively. A new class of compounds, 2,3-dihydro-4H-benzo[4,5]thiazolo[3,2-a]furo[2,3-d]pyrimidin-4-ones and 6,7-dihydro-5H-furo[2,3-d]thiazolo[3,2-a]pyrimidin-5-ones, were synthesized via the microwave assisted radical addition of compounds 2a and 2b to various alkenes using manganese(III) acetate. A preliminary acetylcholine esterase (AchE) inhibition test of compound 4e showed excellent (92%) inhibitory potential, comparable with the standard drug Donapezil®. 相似文献
13.
Vijay V. Dabholkar Faisal Y. Ansari 《Phosphorus, sulfur, and silicon and the related elements》2013,188(2):298-305
Ultrasound accelerated synthesis of 2,3-(substituted)benzo-1,4-thiazino[5,6-b]-4H-9H-7- methyl-10-oxoquinolines (4), 7-substituted-2,2-dimethyl-2,3-dihydro-1H,10H-phenothiazin- 4-one (5), 4-substituted-3,9, 10-trihydro-11-oxo-quinolino[2,3-b]-1,3,4-thiadiazino[2,3-d]- 1,2,4-triazole (6), and 7,7-dimethyl-7,8-dihydro-3H,5H,6H-1,2,4-triazolo[3,4-b][1,3,4] benzothiadiazin-9-one (7) from carbostyril and dimedone using sulfur powder and iodine as a catalyst in THF is reported. The structures of the compounds have been elucidated on the basis of spectral and elemental analysis. 相似文献
14.
1-Hydroxyphenothiazine was converted to 1H-oxazolo[5,4,3-kl]phenothiazin-1-one, 1H-oxazolo[5,4,3-kl]-phenothiazine-1-thione,[1,4]oxazino[2,3,4-kl]phenothiazin-1(2H)one and [1,4]oxazino[2,3,4-kl]phenothiazine-1,2-dione. Also prepared from 1-hydroxyphenothiazine were the N-chloroacetyl derivative, the O-chloroacetyl derivative, the N,O-di(chloroacetyl) derivative and the sulfoxide. 相似文献
15.
4,8-Dimethyl-6,7,8,9-tetrahydropyrido[4′,3′:4,5]thieno[2,3-e][1,2,4]triazolo[3,4-a]-4H-pyrimidin-5-ones, 7-methyl-2,3,6,7,8,9-hexahydropyrido[4′,3′:4,5]thieno[2,3-d]pyrrolo[1,2-a]-1H, 10H-pyrimidin-10-one, 8-methyl-1,2,3,4,7,8,9,10-octahydropyrido[4′,3′:4,5]thieno[2,3-d]-11H-pyrimidin-11-one, and 9-methyl-2,3,4,5,8,9,10,11-octahydro[4′,3′:4,5]thieno[2,3-d]azepino-[1,2-a]-1H, 12H-pyrimidin-12-one which consist four new heterocyclic ring systems were synthesized from 2-amino-3-carbethoxy-5-methyl-4,5,6,7-tetrahydrothieno[2,3-c]pyridine. 相似文献
16.
Jiang Long Yong-Mei Wang Teruo Matsuura Ji-Ben Meng 《Journal of heterocyclic chemistry》1999,36(4):895-899
Thirteen, benzo[a]phenoxazin-5-one derivatives 3a-m were synthesized from 4-nitrosoaniline hydrochlorides 1a-m and ethyl 1,3-dihydroxynaphthoate 2 and their fluorescence properties were discussed in terms of the electronic effect of substituents. A coupling reaction was carried out with 6-carbethoxy-9-N-(2-hydroxyethyl)-N-methylamino-5H-benzo[a]phenoxazin-5-one (3k) and acetyl-DL-alanine to afford N-[(6-carbethoxy-5-oxo-5H-benzo[a]phenoxazin)-9-yl]-N-methylaminoethylene acetyl-DL-alanine ester (4). 相似文献
17.
Yoshio Ueno Keiichi Maeda Jinya Koshitani Takatoshi Yoshida 《Journal of heterocyclic chemistry》1982,19(1):189-191
The substituted 6-bromo and 6-chloro-5H-benzo[a]phenoxazin-5-ones, prepared by condensation of substituted 2-aminophenols with 2,3-dibromo or 2,3-dichloro-1,4-naphthoquinone in methanolic potassium hydroxide solution, have been dehalogenated to substituted 5H-benzo[a]phenoxazin-5-ones in the presence of sodium hydrosulfite dissolved in aqueous pyridine under nitrogen atmosphere. 相似文献
18.
The dehalogenation of the halo substituted 5H-benzo[a]phenothiazin-5-ones and 3H-phenothiazin-3-ones
6-Bromo- and 6-chloro-5H-benzo[a]phenothiazin-5-ones were dehalinated to 5H-benzo[a]phenothiazin-5-one in the presence of sodium hydrosulfite (disodiumdithionite · 2H2O) dissolved in aqueous pyridine under nitrogen atmosphere.
Enthalogenierung von halogensubstituierten 5H-Benzo[a]phenothiazin-5-onen und 3H-Phenothiazin-3-onen
Zusammenfassung 6-Brom- und 6-Chlor-5H-benzo[a]phenothiazin-5-on lassen sich in wäßrigem Pyridin in Gegenwart von Natriumdithionit unter Stickstoff zu 5H-Benzo[a]phenothiazin-3-on enthalogenieren.相似文献
19.
Yoshinori Tominaga Lyle W. Castle Raymond N. Castle 《Journal of heterocyclic chemistry》1996,33(4):1319-1321
Photocyclization of the substituted 2-([1]benzothien-3-yl)-3-phenylpropenoic acids 3a-c in the presence of iodine and air in a benzene-cyclohexane mixture afforded a separable mixture of three compounds, benzo[b]naphtho[2,1-d]thiophene-6-carboxylic acids 4a-c , 6H-benzo[b]naphtho[2,3-d]thiopyran-6-ones 5a-c , and 10-methoxy-2-methyl-6H-benzo[b]naphtho[2,3-d]pyran-6-one ( 6 ). 相似文献
20.
(S)-11-Thioxo-2,3,11,11a-tetrahydro-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepine-5(10H)-one was subsequently reacted with amino acid esters and base to give new 6:7:5:5, 6:7:5:6, and 6:5:7:7 ring systems. The 6:7:5:5 ring system, (S)-11,12,13,13a-tetrahydro-2H-benzo[e]imidazo[2,1-c]pyrrolo[1,2-a][1,4]diazepine-3,9-dione, exhibits a considerable CH-acidity at position 2, which was exploited in Knoevenagel reactions, a Wittig reaction, enol ester formations, and methylations. 相似文献