3-amino-2(1H)-quinolones by cyclization of N-acylated anthranilic acid derivatives

被引：12

作者：

Rehwald, M

Gewald, K

Lankau, HJ

Unverferth, K

机构：

[1] Institute of Organic Chemistry, Technical University of Dresden

来源：

HETEROCYCLES | 1997年 / 45卷 / 03期

关键词：

D O I：

10.3987/COM-96-7700

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Reaction of secondary amines with the N-(iodoacetyl)anthranilic acid derivatives, 2-(iodoacetylamino)acetophenone and 2-(iodoacetylamino)benzophenone yields 3-amino-2(1H)-quinolones in two steps. Analogously heterocondensed 5-amino-6(7H)-pyrazolo[5,4-b]pyridones were prepared. Hydroxyquinolines were subjected to Cl/OH exchange to give chloroquinolines, which are convenient for consecutive reactions.

引用

页码：483 / 492

页数：10

共 50 条

[21] STUDIES ON SYNTHETIC SUBSTITUTES OF PENICILLIN .I. N-ACYLATED 1,4-DIPHENYL-3-AMINO-2-AZETIDINONES
DESHPANDE, SM
MUKERJEE, AK
INDIAN JOURNAL OF CHEMISTRY, 1966, 4 (02): : 79 - +
[22] SYNTHESIS AND PROPERTIES OF N-ACYLATED 1-AMINOALKANEPHOSPHONIC ACID DIPHENYLMETHYL ESTERS .2.
HOFFMANN, M
POLISH JOURNAL OF CHEMISTRY, 1981, 55 (7-8) : 1695 - 1703
[23] 4(1H)-QUINOLONES .2. ANTIMALARIAL EFFECT OF SOME 2-METHYL-3-(1'-ALKENYL)-OR-3-ALKYL-4(1H)-QUINOLONES
CASEY, AC
JOURNAL OF MEDICINAL CHEMISTRY, 1974, 17 (02) : 255 - 256
[24] A SIMPLE ONE-STEP SYNTHESIS OF "3-AMINO-2,4(1H,3H)QUINAZOLINEDIONES
LALEZARI, I
STEIN, CA
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1984, 21 (01) : 5 - 7
[25] 2-ARYL-3-ACETYL-4(1H)-QUINOLONES
ANDERSON, PC
STASKUN, B
JOURNAL OF ORGANIC CHEMISTRY, 1965, 30 (09): : 3033 - &
[26] STEREOELECTRONIC REQUIREMENT FOR CYCLIZATION OF CIS-N-ACRYLYLOCTAHYDRO-7(1H)-QUINOLONES AND TRANS-N-ACRYLYLOCTAHYDRO-7 (1H)-QUINOLONES TO DECAHYDRO-3H, 10H-BENZO[I,J]QUINOLIZINE-3, 10-DIONES
MOMOSE, T
UCHIDA, S
IMANISHI, T
KIM, SW
TAKAHASHI, N
HORII, Z
HETEROCYCLES, 1977, 6 (08) : 1105 - 1112
[27] USE OF 3-HYDROXY-2-ARYLINDENONS IN SYNTHESIS OF ACTIVATED ESTERS OF N-ACYLATED AMINO-ACIDS
MINCEV, S
DOKLADI NA BOLGARSKATA AKADEMIYA NA NAUKITE, 1979, 32 (05): : 623 - 626
[28] Synthesis of new 4(3H)-Quinazolinone derivatives by reaction of 3-amino-2(1H)-thioxo-4(3H)-quinazolinone with selected substituted cinnamic acids and halogenoketones
Nawrocka, Wanda P.
Stasko, Jan J.
Liszkiewicz, Hanna
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2008, 183 (06) : 1379 - 1387
[29] AMINO-ACIDS AND PEPTIDES .3. NEW SYNTHETIC APPROACH TO N-ACYLATED ALPHA-AMINO ALDEHYDES FROM N-ACYLATED ALPHA-AMINO ACIDS BY CATALYTIC REDUCTION OF THEIR MIXED CARBONIC-CARBOXYLIC ACID ANHYDRIDES WITH PALLADIUM-CHARCOAL
SEKI, H
YAMADA, S
KOGA, K
CHEMICAL & PHARMACEUTICAL BULLETIN, 1972, 20 (02) : 361 - +
[30] SYNTHESIS AND STUDY OF VASCULAR ACTIVITY SHOWN BY 3-DIMETHOXYPHOSPHORYLPROPYL ETHERS OF N-ACYLATED DERIVATIVES OF NEUROACTIVE MONOCARBOXYLIC AMINO-ACIDS
KOVALEW, GV
RAKHIMOV, AI
OZEROV, AA
PETROV, VI
SAZHIN, VA
BUZINOVA, OP
KHIMIKO-FARMATSEVTICHESKII ZHURNAL, 1990, 24 (10): : 41 - 44

← 1 2 3 4 5 →