Reactions of 1-methylbenzimidazole derivatives with m-chloroperoxybenzoic acid

被引：13

作者：

Kaiya, T ^{[1
]}

Aoyama, S ^{[1
]}

Kohda, K ^{[1
]}

机构：

[1] Nagoya City Univ, Fac Pharmaceut Sci, Mizuho Ku, Nagoya, Aichi 467, Japan

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 1998年 / 8卷 / 06期

关键词：

D O I：

10.1016/S0960-894X(98)00082-1

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Oxidation of seven 1-methylbenzimidazole (MBI) derivatives (with pKa's ranging from 1.6 to 6.0) was carried out with m-chloroperoxybenzoic acid and structures of the products formed were identified. (Condensed benzene moiety-hydroxylated)-2-(m-chlorobenzyloxy)-MBIs and 2-oxo-MBIs were obtained from MBIs with pKa's of more than 5.6 and about 3.3, respectively. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：625 / 630

页数：6

共 17 条

[11] SYNTHESIS AND PROPERTIES OF N-AMINOGUANINES
KOHDA, K
YASUDA, M
UKAI, H
BABA, K
YAMAGATA, Y
KAWAZOE, Y
[J]. TETRAHEDRON, 1989, 45 (20) : 6367 - 6374
[12] SYNTHESES AND PROPERTIES OF N-AMINOPYRIMIDINES
KOHDA, K
KOBAYASHI, I
ITANO, K
ASANO, S
KAWAZOE, Y
[J]. TETRAHEDRON, 1993, 49 (19) : 3947 - 3958
[13] PHOTOLYSIS OF N-2,4-DINITROPHENYLAMINO-ACIDS - STRUCTURAL REQUIREMENTS FOR FORMATION OF 6-NITROBENZIMIDAZOLE 1-OXIDES
NEADLE, DJ
POLLITT, RJ
[J]. JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1969, (16): : 2127 - +
[14] OCHIAI E, 1963, CHEM PHARM BULL, V11, P137
[15] Electrophilic amination of adenines, formation and characteristics of N-aminoadenines
Saga, T
Kaiya, T
Asano, S
Kohda, K
[J]. NUCLEOSIDES & NUCLEOTIDES, 1996, 15 (1-3): : 219 - 233
[16] VANROMBURGH P, 1926, VERSLAG AKAD VETENSC, V35, P665
[17] STRUCTURES OF N-AMINOGUANINE HYDROCHLORIDE SALTS
YAMAGATA, Y
TOMITA, K
KOHDA, K
KAWAZOE, Y
[J]. ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 1992, 48 : 318 - 320

← 1 2 →