A SMILES REARRANGEMENT AS AN INTERMEDIATE STEP IN THE FORMATION OF 8-BROMO-7-HYDROXY-N-(4'-N,N-DIETHYLAMINOPHENYL)-12H-BENZO[B]PHENOTHIAZINE-6,11-QUINONE 6-IMINE FROM 2-(2'-AMINOPHENYLTHIO)-6-BROMO-5-HYDROXY-N-(4'-N,N-DIETHYLAMINOPHENYL)-1,4-NAPHTHOQUINONE 4-IMINE

被引：0

作者：

EKTOVA, LV

ZHURAVLEV, FA

机构：

来源：

MENDELEEV COMMUNICATIONS | 1993年 / 01期

关键词：

D O I：

暂无

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Heating 2-(2'-aminophenylthio)-6-bromo-5-hydroxy-N-(4'-N,N-diethylaminophenyl)-1,4-naphthoquinone 1 in DMF-Py leads, along with the product of cyclization at the carbonyl group, to formation of 8-bromo-7-hydroxy-N-(4'-N,N-diethylaminophenyl)-12H-benzo[b]phenothiazine-6,11-quinone 6-imine 4 via a Smiles rearrangement in the starting quinone imine and subsequent cyclization.

引用

页码：23 / 24

页数：2

共 39 条

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JOURNAL OF PHARMACEUTICAL SCIENCES, 1994, 83 (03) : 332 - 335
[2] STABILITY DETERMINATION OF 3-BROMO-2-HYDROXY-N-(3,4-DIMETHYL-5-ISOXAZOLYL)-1,4-NAPHTHOQUINON-4-IMINE IN ETHANOL BY FIRST-DERIVATIVE SPECTROPHOTOMETRY
DABBENE, VG
BRINON, MC
DEBERTORELLO, MM
JOURNAL OF PHARMACEUTICAL SCIENCES, 1994, 83 (11) : 1617 - 1621
[3] PREPARATION AND ANTIMICROBIAL ACTIVITY OF 2-AMINO-4-(2'-HYDROXY-3'-BROMO/H-4'-N-BUTOXY-5'-NITROPHEN-1'-YL)-6-ARYLPYRIMIDINES
ANKHIWALA, MD
JOURNAL OF THE INDIAN CHEMICAL SOCIETY, 1989, 66 (06) : 417 - 418
[4] (8RS)-4-Amino-6-(4-chlorophenyl)-8-(2,4-dichlorothiazol-5-yl)-8,9-dihydro-7H-pyrimido[4,5-b][1,4]diazepine N, N-dimethylformamide monosolvate: sheets built from N-H•••N and C-H•••O hydrogen bonds
Ramirez, Juan
Insuasty, Braulio
Cobo, Justo
Glidewell, Christopher
ACTA CRYSTALLOGRAPHICA SECTION C-STRUCTURAL CHEMISTRY, 2014, 70 : 536 - +
[5] Crystal structure of {4,4′,6,6′-tetrabromido-2,2-[ethane-1,4-diyl(nitrilomethanylylidene)-1-ethylamine-2-methoxyl]diphenolato-κ5O,N,N′,N",O′} zinc(II) - dimethylformamide (2:1), C41H45Br8N7O7Zn2
Lai, Liyan
Liu, Zheng
Han, Guo-Cheng
ZEITSCHRIFT FUR KRISTALLOGRAPHIE-NEW CRYSTAL STRUCTURES, 2015, 230 (02): : 189 - 191
[6] HETEROCYCLIC QUINONOID CHROMOPHORIC SYSTEMS .2. REACTION OF 2,3-DICHLORO-1,4-NAPHTHOQUINONE WITH 3-CYANO-4-METHYL-6-HYDROXY-2(1H)-PYRIDONE AND ITS N-SUBSTITUTED DERIVATIVES
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KOLHE, PY
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INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1979, 17 (02): : 100 - 103
[7] Crystal structure of bis(2-(2′-hydroxy-5′-methoxyphenyl)-1H-benzimidazole)boron - tetrahydrofuran (1/1), C36H37N4O6B
Yin, Guo-jie
Zhang, Bin
ZEITSCHRIFT FUR KRISTALLOGRAPHIE-NEW CRYSTAL STRUCTURES, 2017, 232 (04): : 615 - 617
[8] Crystal structure of [2S-[2α(S*),4α]]-2-(1-hydroxy-2-methyl-2-propenyl)-N,4-diphenyl-3-oxazolidinecarboxamide, C3H4NO(C4H7O)(C6H5)(CONHC6H5)
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Schambony, SB
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ZEITSCHRIFT FUR KRISTALLOGRAPHIE-NEW CRYSTAL STRUCTURES, 2000, 215 (02): : 213 - 214
[9] STUDIES ON NUCLEOBASES AND THEIR DERIVATIVES - CRYSTAL-STRUCTURES OF 1-((S)-2,3-DIHYDROXYPROPYL)URACIL(C7H10N2O4), 5-BROMO, 1-((S)-2,3-DIHYDROXYPROPYL) URACIL (C7H9N2O4BR) AND ARPRINOCID (9 - (2- CHLORO-6-FLUOROBENZYL) ADENINE, C12H9N5FCL)
MUTHIAH, PT
MAZUMDAR, SK
ACTA CRYSTALLOGRAPHICA SECTION A, 1984, 40 : C87 - C88
[10] A PHOTOLYSIS OF N-[3-(2-HYDROXY-3-METHOXYPHENYL)PROPYL]-6-BROMO-BENZAMIDES - ONE-STEP SYNTHESIS OF 5,6-DIHYDRO-4H,8H-PYRIDO[3,2,1-DE]PHENANTHRIDIN-8-ONES
HOSHINO, O
OGASAWARA, H
HIROKAWA, A
UMEZAWA, B
CHEMISTRY LETTERS, 1988, (10) : 1767 - 1768

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