SU648103A3 - Способ получени тетразол - (1,5-а) хинолинов или их солей - Google Patents

Способ получени тетразол - (1,5-а) хинолинов или их солей

Info

Publication number: SU648103A3
Authority: SU; USSR - Soviet Union
Prior art keywords: quinolines; salts; tetrazol; obtaining; hydrogen
Prior art date: 1970-07-08

Application number

SU721788406A

Other languages

English (en)

Inventor

Аллен Дрейкорн Барри

Original Assignee

Эли Лилли Энд Компани (Фирма)

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1970-07-08

Filing date

1972-05-26

Publication date

1979-02-15

1972-05-26 Application filed by Эли Лилли Энд Компани (Фирма) filed Critical Эли Лилли Энд Компани (Фирма)

1979-02-15 Application granted granted Critical

1979-02-15 Publication of SU648103A3 publication Critical patent/SU648103A3/ru

Links

238000000034 method Methods 0.000 title description 3
150000003839 salts Chemical class 0.000 title description 3
229940111121 antirheumatic drug quinolines Drugs 0.000 title description 2
CWRVKFFCRWGWCS-UHFFFAOYSA-N Pentrazole Chemical compound C1CCCCC2=NN=NN21 CWRVKFFCRWGWCS-UHFFFAOYSA-N 0.000 title 1
150000001875 compounds Chemical class 0.000 description 4
229910052739 hydrogen Inorganic materials 0.000 description 3
239000001257 hydrogen Substances 0.000 description 3
238000002360 preparation method Methods 0.000 description 3
OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 2
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
IOVCWXUNBOPUCH-UHFFFAOYSA-N Nitrous acid Chemical compound ON=O IOVCWXUNBOPUCH-UHFFFAOYSA-N 0.000 description 2
125000000217 alkyl group Chemical group 0.000 description 2
125000003545 alkoxy group Chemical group 0.000 description 1
230000004071 biological effect Effects 0.000 description 1
238000002425 crystallisation Methods 0.000 description 1
230000008025 crystallization Effects 0.000 description 1
229910052736 halogen Inorganic materials 0.000 description 1
150000002367 halogens Chemical class 0.000 description 1
150000002431 hydrogen Chemical class 0.000 description 1
125000001424 substituent group Chemical group 0.000 description 1
-1 tetrazole compounds Chemical class 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D215/38—Nitrogen atoms
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D215/18—Halogen atoms or nitro radicals
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D215/48—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Plural Heterocyclic Compounds (AREA)
Nitrogen Condensed Heterocyclic Rings (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Quinoline Compounds (AREA)

Description

Изобретение относитс к способу получени тетразол-(1,5-А)-хинолинов формулы I или их солей, где каждый из R, независимо друг от друга, представл ет собой водород или низший алкил С каждый из R, независимо друг от друга, представл ет собой низшую алкоксигруппу , галоид, низший алкил или водород; при условии, что, по крайней мере, п ть заместите лей R и R представл ет собой водород , обладающих биологической акти ностью. Действие азотистой кислоты на гидразидины - наиболее часто примен емый метод дл получени тетразолъных соединений 1. Цель изобретени - получение биологически активных соединений. Поставленна цель достигаетс взаимодействием соединени формулы И с гидразином, с образованием соединени формулы III и полученное соединение подвергают взаимодействию с азотистой кислотой, с выделением целевого продукта в свободном виде или в виде соли. Пример 1, 4,5-(Дигидротетразоло- (1,5-А)-хинолин. К раствору 0,6 г 3,4-ДИГИДРО-8-гидрозинохинолина (0,0037 мол ), примен емого в данном примере без кристаллизации в 10 мл 50%-ного вод

SU721788406A 1970-07-08 1972-05-26 Способ получени тетразол - (1,5-а) хинолинов или их солей SU648103A3 (ru)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
US5332070A	1970-07-08	1970-07-08

Publications (1)

Publication Number	Publication Date
SU648103A3 true SU648103A3 (ru)	1979-02-15

Family

ID=21983402

Family Applications (2)

Application Number	Title	Priority Date	Filing Date
SU711685174A SU649293A3 (ru)	1970-07-08	1971-07-08	Состав дл уничтожени патогенных микроорганизмов
SU721788406A SU648103A3 (ru)	1970-07-08	1972-05-26	Способ получени тетразол - (1,5-а) хинолинов или их солей

Family Applications Before (1)

Application Number	Title	Priority Date	Filing Date
SU711685174A SU649293A3 (ru)	1970-07-08	1971-07-08	Состав дл уничтожени патогенных микроорганизмов

Country Status (26)

Country	Link
US (1)	US3764681A (ru)
JP (4)	JPS5328487B1 (ru)
KR (1)	KR780000450B1 (ru)
AR (1)	AR194342A1 (ru)
AT (2)	AT326662B (ru)
BE (1)	BE769600A (ru)
BG (2)	BG25438A1 (ru)
CA (1)	CA995221A (ru)
CH (1)	CH554637A (ru)
DE (2)	DE2166398C3 (ru)
DK (1)	DK139069B (ru)
ES (2)	ES392993A1 (ru)
FR (1)	FR2098255B1 (ru)
GB (2)	GB1327312A (ru)
HU (1)	HU163863B (ru)
IE (1)	IE35416B1 (ru)
IL (1)	IL37165A (ru)
MY (2)	MY7500262A (ru)
NL (1)	NL156575B (ru)
PH (1)	PH10293A (ru)
PL (3)	PL90713B1 (ru)
SE (2)	SE372691B (ru)
SU (2)	SU649293A3 (ru)
TR (1)	TR18087A (ru)
YU (1)	YU36027B (ru)
ZA (1)	ZA714210B (ru)

Families Citing this family (21)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US3953457A (en) *	1972-07-28	1976-04-27	Eli Lilly And Company	Agent for the control of plant-pathogenic organisms
US3911127A (en) *	1974-03-14	1975-10-07	Dow Chemical Co	Systemic plant protectant methods employing certain pyridazines
US3907993A (en) *	1974-03-14	1975-09-23	Dow Chemical Co	Method for systemically controlling plant disease employing certain pyridazines
US3974286A (en) *	1975-02-07	1976-08-10	Eli Lilly And Company	S-Triazolo [5,1-b]benzothiazoles as fungicidal agents
US3988455A (en) *	1975-06-10	1976-10-26	Eli Lilly And Company	Ditetrazolo(1,5-a:5',1'-c)quinoxalines for control of soil-borne phytopathogens
US4008322A (en) *	1975-06-10	1977-02-15	Eli Lilly And Company	Triazolo(4,3-a)quinoxalines for control of rice
US3987196A (en) *	1975-06-10	1976-10-19	Eli Lilly And Company	Tetrazolo(1,5-a)quinoxalines for control of phytopathogens
US4001227A (en) *	1975-12-22	1977-01-04	Eli Lilly And Company	Tetrazolo- and triazolobenzothiazines
DE3210979A1 (de) *	1982-03-25	1983-09-29	Basf Ag, 6700 Ludwigshafen	3-chlor-8-cyano-chinoline, verfahren zu ihrer herstellung und ihre verwendung zur bekaempfung unerwuenschten pflanzenwuchses
US4496569A (en) *	1983-03-25	1985-01-29	The Dow Chemical Company	Antiallergic (1H-tetrazol-5-yl)tetrazolo[1,5-a]quinolines and derivatives thereof
US5196421A (en) *	1991-06-05	1993-03-23	Eli Lilly And Company	Excitatory amino acid receptor antagonists in methods for the use thereof
US5153196A (en) *	1991-06-05	1992-10-06	Eli Lilly And Company	Excitatory amino acid receptor antagonists and methods for the use thereof
CN1043644C (zh) *	1994-03-25	1999-06-16	默里尔药物公司	制备(1H－四唑－5－基)四唑并[1,5－a]喹啉和1,8－二氮杂萘的方法
US5693811A (en) *	1996-06-21	1997-12-02	Minnesota Mining And Manufacturing Company	Process for preparing tetrahdroimidazoquinolinamines
US5741908A (en) *	1996-06-21	1998-04-21	Minnesota Mining And Manufacturing Company	Process for reparing imidazoquinolinamines
UA67760C2 (ru) *	1997-12-11	2004-07-15	Міннесота Майнінг Енд Мануфакчурінг Компані	Имидазонафтиридины и их применение для индуцирования биосинтеза цитокинов
US8436176B2 (en) *	2004-12-30	2013-05-07	Medicis Pharmaceutical Corporation	Process for preparing 2-methyl-1-(2-methylpropyl)-1H-imidazo[4,5-c][1,5]naphthyridin-4-amine
US8354424B2 (en) *	2005-03-14	2013-01-15	Medicis Pharmaceutical Corporation	Method of treating actinic keratosis
DE102009007038A1 (de)	2009-02-02	2010-08-05	Merck Patent Gmbh	Metallkomplexe
KR102863108B1 (ko) *	2022-09-22	2025-09-22	한국원자력연구원	경수로형 원자로 및 이를 포함하는 경수로형 원자로 냉각 설비
CN116444527A (zh) *	2023-03-30	2023-07-18	中国工程物理研究院化工材料研究所	一种稠合三环骨架的高效构筑方法及其含能衍生物的合成方法

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE1251327B (de) *	1964-10-26	1967-10-05	Eastman Kodak Company, Rochester, NY (V St A)	Verfahren zur Her Stellung von in 5 Stellung substituierten 1 Aryl-lH-tetrazolen
US3389137A (en) *	1965-08-03	1968-06-18	American Cyanamid Co	Heterocyclic phosphine imide compounds and preparation

1970
- 1970-07-08 US US00053320A patent/US3764681A/en not_active Expired - Lifetime
1971
- 1971-06-27 IL IL37165A patent/IL37165A/en unknown
- 1971-06-28 ZA ZA714210A patent/ZA714210B/xx unknown
- 1971-06-29 CA CA116,943A patent/CA995221A/en not_active Expired
- 1971-06-30 IE IE839/71A patent/IE35416B1/xx unknown
- 1971-07-02 YU YU1756/71A patent/YU36027B/xx unknown
- 1971-07-05 SE SE7108670A patent/SE372691B/xx unknown
- 1971-07-05 GB GB2711772A patent/GB1327312A/en not_active Expired
- 1971-07-05 GB GB3134171A patent/GB1327311A/en not_active Expired
- 1971-07-06 PH PH12603A patent/PH10293A/en unknown
- 1971-07-06 JP JP4986871A patent/JPS5328487B1/ja active Pending
- 1971-07-06 TR TR18087A patent/TR18087A/xx unknown
- 1971-07-07 BE BE769600A patent/BE769600A/xx not_active IP Right Cessation
- 1971-07-07 DK DK334571AA patent/DK139069B/da not_active IP Right Cessation
- 1971-07-07 PL PL1971176328A patent/PL90713B1/pl unknown
- 1971-07-07 PL PL1971149272A patent/PL81817B1/pl unknown
- 1971-07-07 PL PL1971156555A patent/PL89008B1/pl unknown
- 1971-07-07 ES ES392993A patent/ES392993A1/es not_active Expired
- 1971-07-07 KR KR7102340A patent/KR780000450B1/ko not_active Expired
- 1971-07-07 HU HUEI380A patent/HU163863B/hu unknown
- 1971-07-08 CH CH1006871A patent/CH554637A/xx not_active IP Right Cessation
- 1971-07-08 DE DE2166398A patent/DE2166398C3/de not_active Expired
- 1971-07-08 SU SU711685174A patent/SU649293A3/ru active
- 1971-07-08 BG BG7100022531A patent/BG25438A1/xx unknown
- 1971-07-08 AR AR236681A patent/AR194342A1/es active
- 1971-07-08 DE DE2134146A patent/DE2134146C3/de not_active Expired
- 1971-07-08 AT AT859572A patent/AT326662B/de not_active IP Right Cessation
- 1971-07-08 NL NL7109476.A patent/NL156575B/xx not_active IP Right Cessation
- 1971-07-08 AT AT595871A patent/AT321641B/de not_active IP Right Cessation
- 1971-07-08 FR FR7125106A patent/FR2098255B1/fr not_active Expired
- 1971-07-08 BG BG018020A patent/BG18867A3/xx unknown
1972
- 1972-05-26 SU SU721788406A patent/SU648103A3/ru active
1974
- 1974-04-30 ES ES425853A patent/ES425853A1/es not_active Expired
- 1974-07-30 SE SE7409801A patent/SE422061B/xx unknown
1975
- 1975-12-30 MY MY262/75A patent/MY7500262A/xx unknown
- 1975-12-30 MY MY263/75A patent/MY7500263A/xx unknown
1976
- 1976-10-08 JP JP51121161A patent/JPS5257322A/ja active Granted
- 1976-10-08 JP JP51121162A patent/JPS5257194A/ja active Granted
- 1976-10-08 JP JP51121163A patent/JPS5257195A/ja active Granted

Also Published As

Publication number	Publication date
DE2166398C3 (de)	1978-06-22
DE2134146A1 (de)	1972-01-13
YU36027B (en)	1981-11-13
ZA714210B (en)	1973-02-28
CA995221A (en)	1976-08-17
AT326662B (de)	1975-12-29
FR2098255A1 (ru)	1972-03-10
IE35416L (en)	1972-01-08
DE2166398A1 (de)	1974-01-10
JPS5257195A (en)	1977-05-11
JPS568835B2 (ru)	1981-02-25
SU649293A3 (ru)	1979-02-25
PL89008B1 (ru)	1976-10-30
JPS5531121B2 (ru)	1980-08-15
DE2134146B2 (de)	1978-07-13
PL81817B1 (ru)	1975-08-30
SE372691B (ru)	1975-01-13
JPS5328487B1 (ru)	1978-08-15
MY7500262A (en)	1975-12-31
IE35416B1 (en)	1976-02-04
JPS5257322A (en)	1977-05-11
SE422061B (sv)	1982-02-15
HU163863B (ru)	1973-11-28
JPS556637B2 (ru)	1980-02-18
BG25438A1 (en)	1978-10-10
IL37165A (en)	1977-05-31
DE2134146C3 (de)	1979-03-22
DK139069B (da)	1978-12-11
DE2166398B2 (de)	1977-10-27
GB1327311A (en)	1973-08-22
ES392993A1 (es)	1975-08-16
BG18867A3 (bg)	1975-03-20
FR2098255B1 (ru)	1975-02-07
AR194342A1 (es)	1973-07-13
KR780000450B1 (en)	1978-10-23
SE7409801L (sv)	1974-07-30
BE769600A (fr)	1972-01-07
PH10293A (en)	1976-11-08
NL156575B (nl)	1978-05-16
GB1327312A (en)	1973-08-22
TR18087A (tr)	1976-09-30
ES425853A1 (es)	1976-06-16
US3764681A (en)	1973-10-09
YU175671A (en)	1981-02-28
DK139069C (ru)	1979-05-07
AT321641B (de)	1975-04-10
CH554637A (de)	1974-10-15
PL90713B1 (ru)	1977-01-31
JPS5257194A (en)	1977-05-11
NL7109476A (ru)	1972-01-11
MY7500263A (en)	1975-12-31

Publication	Publication Date	Title
SU648103A3 (ru)	1979-02-15	Способ получени тетразол - (1,5-а) хинолинов или их солей
SU795436A3 (ru)	1981-01-07	Фунгицидный состав
IL38932A (en)	1976-03-31	1-phenyl-imidazolidine-2,5-dione derivatives,their preparation and use as herbicides
IE40052L (en)	1975-04-10	Piperidinoalkylindoles
US4271190A (en)	1981-06-02	Guanidinium salts, processes for their manufacture as well as microbicidal preparations containing these compounds
SU517587A1 (ru)	1976-06-15	Способ получени производных 2оксфенилмочевины
US3979382A (en)	1976-09-07	Dichlorocyanurate silver complexes
NO135591B (ru)	1977-01-17
US4250109A (en)	1981-02-10	Process for preparing hexamethylene bis-dicyandiamide
GB1490289A (en)	1977-10-26	Intermediates and production thereof for use in the preparation of 6-(2-phenyl-2-(guanylureidoacetamido)acetamido)penicillanic acid
Stewart et al.	1947	A Convenient Synthesis of β-Chloropropionitrile
US3660580A (en)	1972-05-02	Use of certain oxime esters in controlling fungi upon cellulosic materials
JPS6049634B2 (ja)	1985-11-02	キノキサリン−１，４−ジオキシド誘導体の製造法
SU767096A1 (ru)	1980-09-30	Бромистые соли 2,2-диалкилен-3а,4дигидрозоиндолини , обладающие свойствами дыхательных аналептиков
SU455952A1 (ru)	1975-01-05	Способ очистки сульфониламидных препаратов
SU390090A1 (ru)	1973-07-11
SU1416097A1 (ru)	1988-08-15	Способ получени дефолианта
US2728765A (en)	1955-12-27	Penicillin salts of bis-aralkylalkenylenediamines
JPS6438072A (en)	1989-02-08	Production of 4-aminopyridines
SU443027A1 (ru)	1974-09-15	Способ получени арилгидразида нитромуравьиной кислоты
SU437764A1 (ru)	1974-07-30	Способ получени 5 (4)-тиопроизводных имидазола
US4065465A (en)	1977-12-27	Process for the preparation of substituted trichloroacetamidine derivatives
US3152178A (en)	1964-10-06	Nu-alkyl-alpha-alpha-diaryl-beta-alkylamino-propionamides
SU334788A1 (ru)	1976-03-05	Способ получени мочевинного комплекса пирофосфата меди
SU1621449A1 (ru)	1996-09-10	Перхлорат 4-тиоуреидоиминометилпиридиния, обладающий туберкулостатической активностью