Synthesis of dihydrobenzo[b]pyrimido[4,5-e][1,4]thiazepines; derivatives of a novel ring system

被引：10

作者：

Akbarzadeh, Marzieh ^{[1
]}

Bakavoli, Mehdi ^{[1
]}

Eshghi, Hossein ^{[1
]}

Shiri, Ali ^{[1
]}

Tajabadi, Javad ^{[1
]}

机构：

[1] Ferdowsi Univ Mashhad, Dept Chem, Fac Sci, Mashhad 917751436, Iran

来源：

JOURNAL OF CHEMICAL RESEARCH | 2015年 / 09期

关键词：

dihydrobenzo[b]pyrimido[4,5-e][1,4]thiazepine; heterocyclisation; 2,4-dichloro-5-(chloromethyl)-6-methylpyrimidine; FACILE SYNTHESIS; IDENTIFICATION; ANTAGONISTS; DESIGN;

D O I：

10.3184/174751915X14401726334645

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Several derivatives of the novel dihydrobenzo[b]pyrimido[4,5-e][1,4]thiazepine ring system have been synthesised through the initial heterocyclisation of 2,4-dichloro-5-(chloromethyl)-6-methylpyrimidine with o-aminothiophenol followed by treatment with various secondary amines in boiling ethanol.

引用

页码：531 / 534

页数：4

共 32 条

[11] Pyrrolo[1,3]benzothiazepine-based atypical antipsychotic agents. Synthesis, structure-activity relationship, molecular modeling, and biological studies [J].

Campiani, G ;

Butini, S ;

Gemma, S ;

Nacci, V ;

Fattorusso, C ;

Catalanotti, B ;

Giorgi, G ;

Cagnotto, A ;

Goegan, M ;

Mennini, T ;

Minetti, P ;

Di Cesare, MA ;

Mastroianni, D ;

Scafetta, N ;

Galletti, B ;

Stasi, MA ;

Castorina, M ;

Pacifici, L ;

Ghirardi, O ;

Tinti, O ;

Carminati, P .

JOURNAL OF MEDICINAL CHEMISTRY, 2002, 45 (02) :344-359

[12]

Chen Y., 2004, US Pat. Appl. Publ, Patent No. [US 2004 38995, 200438995]

[13] Ring-Expansion Reaction of Oximes with Aluminum Reductants [J].

Cho, Hidetsura ;

Iwama, Yusuke ;

Mitsuhashi, Nakako ;

Sugimoto, Kenji ;

Okano, Kentaro ;

Tokuyama, Hidetoshi .

MOLECULES, 2012, 17 (06) :7348-7355

[14] 5-ETHYLTHIOMETHYLPYRIMIDINE UND 5-ETHYLSULFONYLMETHYLPYRIMIDINE [J].

EICHBERGER, G ;

HAYDEN, W ;

SCHWARZ, W ;

GRIENGL, H .

MONATSHEFTE FUR CHEMIE, 1986, 117 (03) :385-392

[15] Synthesis of novel tricyclic pyrimido[4,5-b][1,4]benzothiazepines via Bischler-Napieralski-type reactions [J].

Fu, RZ ;

Xu, XX ;

Dang, Q ;

Bai, X .

JOURNAL OF ORGANIC CHEMISTRY, 2005, 70 (26) :10810-10816

[16] The combinatorial synthesis of bicyclic privileged structures or privileged substructures [J].

Horton, DA ;

Bourne, GT ;

Smythe, ML .

CHEMICAL REVIEWS, 2003, 103 (03) :893-930

[17] Facile synthesis of 1,4-benzothiazin-3-ones from Cu-catalyzed coupling of 2-iodoanilines and 2-mercaptoacetate [J].

Huang, Wei-Sheng ;

Xu, Rongsong ;

Dodd, Rory ;

Shakespeare, William C. .

TETRAHEDRON LETTERS, 2013, 54 (38) :5214-5216

[18] A facile synthesis of benzo[b][1,4]thiazepine derivatives by palladium acetate catalyzed reaction [J].

Kaishap, Partha Pratim ;

Shekarrao, Kommuri ;

Saikia, Pallabi ;

Gogoi, Sanjib ;

Boruah, Romesh C. .

TETRAHEDRON LETTERS, 2014, 55 (11) :1927-1930

[19] Pharmacological Characteristics and Clinical Applications of K201 [J].

Kaneko, Noboru ;

Matsuda, Ryuko ;

Hata, Yoshihito ;

Shimamoto, Ken .

CURRENT CLINICAL PHARMACOLOGY, 2009, 4 (02) :126-131

[20] POLYAZANAPHTHALENES .2. ATTEMPTED SYNTHESIS OF SOME ANALOGUES OF PTEROIC ACID [J].

LANDOR, PD ;

RYDON, HN .

JOURNAL OF THE CHEMICAL SOCIETY, 1955, :1113-1117

← 1 2 3 4 →