SU1521281A3 - Способ получени 2-гидрокси-5-[1-гидрокси-2-(1-метил-3-фенилпропиламино)-этил]-бензамида или его кислотно-аддитивных солей и способ получени 2-гидрокси-5-[1-гидрокси-2-(1-фенилбут-1-ен-3-илиденимино)-этил]-бензамида - Google Patents

Способ получени 2-гидрокси-5-[1-гидрокси-2-(1-метил-3-фенилпропиламино)-этил]-бензамида или его кислотно-аддитивных солей и способ получени 2-гидрокси-5-[1-гидрокси-2-(1-фенилбут-1-ен-3-илиденимино)-этил]-бензамида Download PDF

Info

Publication number: SU1521281A3
Authority: SU; USSR - Soviet Union
Prior art keywords: hydroxy; benzamide; formula; ethyl; obtaining
Prior art date: 1984-01-20

Application number

SU853837675A

Other languages

English (en)

Russian (ru)

Inventor

Ваго Пал

Райтер Йожеф

Гергеньи Фридьеш

Фодор Тамаш

Original Assignee

Эдьт Дьедьсерведьесети Дьяр (Инопредприятие)

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.)

1984-01-20

Filing date

1985-01-18

Publication date

1989-11-07

1985-01-18 Application filed by Эдьт Дьедьсерведьесети Дьяр (Инопредприятие) filed Critical Эдьт Дьедьсерведьесети Дьяр (Инопредприятие)

1989-11-07 Application granted granted Critical

1989-11-07 Publication of SU1521281A3 publication Critical patent/SU1521281A3/ru

Links

238000000034 method Methods 0.000 title claims abstract description 10
150000003839 salts Chemical class 0.000 title claims abstract description 5
239000000654 additive Substances 0.000 title 1
239000002253 acid Substances 0.000 claims abstract description 4
-1 1-phenyl-but-1-ene-3-ylidene Chemical group 0.000 claims abstract description 3
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims abstract description 3
238000009903 catalytic hydrogenation reaction Methods 0.000 claims abstract 2
KXDAEFPNCMNJSK-UHFFFAOYSA-N Benzamide Chemical compound NC(=O)C1=CC=CC=C1 KXDAEFPNCMNJSK-UHFFFAOYSA-N 0.000 claims description 6
BWHOZHOGCMHOBV-UHFFFAOYSA-N benzylideneacetone Chemical compound CC(=O)C=CC1=CC=CC=C1 BWHOZHOGCMHOBV-UHFFFAOYSA-N 0.000 claims description 5
230000003993 interaction Effects 0.000 claims 2
239000003960 organic solvent Substances 0.000 claims 2
GKTFLKJXZOYBRW-UHFFFAOYSA-N 2-ethylbenzamide Chemical compound CCC1=CC=CC=C1C(N)=O GKTFLKJXZOYBRW-UHFFFAOYSA-N 0.000 claims 1
206010018498 Goitre Diseases 0.000 claims 1
125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 claims 1
238000006243 chemical reaction Methods 0.000 claims 1
201000003872 goiter Diseases 0.000 claims 1
150000001875 compounds Chemical class 0.000 abstract description 12
238000002360 preparation method Methods 0.000 abstract description 9
SGUAFYQXFOLMHL-UHFFFAOYSA-N 2-hydroxy-5-{1-hydroxy-2-[(4-phenylbutan-2-yl)amino]ethyl}benzamide Chemical compound C=1C=C(O)C(C(N)=O)=CC=1C(O)CNC(C)CCC1=CC=CC=C1 SGUAFYQXFOLMHL-UHFFFAOYSA-N 0.000 abstract 1
125000001841 imino group Chemical group [H]N=* 0.000 abstract 1
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 6
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 6
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 6
239000000047 product Substances 0.000 description 6
239000003054 catalyst Substances 0.000 description 5
239000000706 filtrate Substances 0.000 description 5
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 4
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
238000002844 melting Methods 0.000 description 4
230000008018 melting Effects 0.000 description 4
238000003756 stirring Methods 0.000 description 4
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
239000000203 mixture Substances 0.000 description 3
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 3
YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 2
229960000583 acetic acid Drugs 0.000 description 2
238000001816 cooling Methods 0.000 description 2
239000013078 crystal Substances 0.000 description 2
239000012362 glacial acetic acid Substances 0.000 description 2
239000007858 starting material Substances 0.000 description 2
RVLDETSVEUQULS-UHFFFAOYSA-N 5-(2-amino-1-hydroxyethyl)-2-hydroxybenzamide;hydrochloride Chemical compound Cl.NCC(O)C1=CC=C(O)C(C(N)=O)=C1 RVLDETSVEUQULS-UHFFFAOYSA-N 0.000 description 1
VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
YKIOKAURTKXMSB-UHFFFAOYSA-N adams's catalyst Chemical compound O=[Pt]=O YKIOKAURTKXMSB-UHFFFAOYSA-N 0.000 description 1
229940030600 antihypertensive agent Drugs 0.000 description 1
239000002220 antihypertensive agent Substances 0.000 description 1
125000003118 aryl group Chemical group 0.000 description 1
238000009835 boiling Methods 0.000 description 1
FUSUHKVFWTUUBE-UHFFFAOYSA-N buten-2-one Chemical compound CC(=O)C=C FUSUHKVFWTUUBE-UHFFFAOYSA-N 0.000 description 1
229910052804 chromium Inorganic materials 0.000 description 1
239000011651 chromium Substances 0.000 description 1
239000003245 coal Substances 0.000 description 1
239000012043 crude product Substances 0.000 description 1
239000003814 drug Substances 0.000 description 1
JXYZHMPRERWTPM-UHFFFAOYSA-N hydron;morpholine;chloride Chemical compound Cl.C1COCCN1 JXYZHMPRERWTPM-UHFFFAOYSA-N 0.000 description 1
SDIDYFBTIZOPLA-UHFFFAOYSA-N n-ethylbenzamide Chemical compound CCNC(=O)C1=CC=CC=C1 SDIDYFBTIZOPLA-UHFFFAOYSA-N 0.000 description 1
MUMZUERVLWJKNR-UHFFFAOYSA-N oxoplatinum Chemical compound [Pt]=O MUMZUERVLWJKNR-UHFFFAOYSA-N 0.000 description 1
229910052763 palladium Inorganic materials 0.000 description 1
229910003446 platinum oxide Inorganic materials 0.000 description 1
BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
229920006395 saturated elastomer Polymers 0.000 description 1
239000000741 silica gel Substances 0.000 description 1
229910002027 silica gel Inorganic materials 0.000 description 1
238000010898 silica gel chromatography Methods 0.000 description 1
LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

SU853837675A 1984-01-20 1985-01-18 Способ получени 2-гидрокси-5-[1-гидрокси-2-(1-метил-3-фенилпропиламино)-этил]-бензамида или его кислотно-аддитивных солей и способ получени 2-гидрокси-5-[1-гидрокси-2-(1-фенилбут-1-ен-3-илиденимино)-этил]-бензамида SU1521281A3 (ru)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
HU23484A HU190867B (en)	1984-01-20	1984-01-20	Process for preparing 2-hydroxy-5-/1-hydroxy-2-/1-methyl-3-phenyl-propyl/-amino/ethyl/-benzamide and pharmaceutically acceptable salts thereof

Publications (1)

Publication Number	Publication Date
SU1521281A3 true SU1521281A3 (ru)	1989-11-07

Family

ID=10948617

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
SU853837675A SU1521281A3 (ru)	1984-01-20	1985-01-18	Способ получени 2-гидрокси-5-[1-гидрокси-2-(1-метил-3-фенилпропиламино)-этил]-бензамида или его кислотно-аддитивных солей и способ получени 2-гидрокси-5-[1-гидрокси-2-(1-фенилбут-1-ен-3-илиденимино)-этил]-бензамида

Country Status (18)

Country	Link
JP (1)	JPS60231639A (fr)
AT (1)	AT390612B (fr)
CA (1)	CA1239938A (fr)
CH (1)	CH662810A5 (fr)
CS (1)	CS249536B2 (fr)
DD (1)	DD228245A5 (fr)
DE (1)	DE3501582A1 (fr)
DK (1)	DK26185A (fr)
ES (1)	ES8608481A1 (fr)
FI (1)	FI83635C (fr)
FR (1)	FR2558465B1 (fr)
GB (1)	GB2152931B (fr)
HU (1)	HU190867B (fr)
NL (1)	NL8500119A (fr)
NO (1)	NO165918C (fr)
PT (1)	PT79844B (fr)
SE (1)	SE8500236L (fr)
SU (1)	SU1521281A3 (fr)

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
GB1247370A (en) *	1968-12-31	1971-09-22	Allen & Hanburys Ltd	Glyoxals and production thereof
ZA794872B (en) *	1978-09-20	1980-11-26	Schering Corp	A phenylalkylaminoethylsalicylamide,its preparation and pharmaceutical compositions containing it

1984
- 1984-01-20 HU HU23484A patent/HU190867B/hu not_active IP Right Cessation
- 1984-12-17 CH CH598584A patent/CH662810A5/de not_active IP Right Cessation
1985
- 1985-01-18 DE DE19853501582 patent/DE3501582A1/de not_active Withdrawn
- 1985-01-18 GB GB08501246A patent/GB2152931B/en not_active Expired
- 1985-01-18 DK DK26185A patent/DK26185A/da not_active Application Discontinuation
- 1985-01-18 ES ES540121A patent/ES8608481A1/es not_active Expired
- 1985-01-18 FI FI850229A patent/FI83635C/fi not_active IP Right Cessation
- 1985-01-18 NL NL8500119A patent/NL8500119A/nl not_active Application Discontinuation
- 1985-01-18 SU SU853837675A patent/SU1521281A3/ru active
- 1985-01-18 AT AT11685A patent/AT390612B/de not_active IP Right Cessation
- 1985-01-18 CA CA000472445A patent/CA1239938A/fr not_active Expired
- 1985-01-18 CS CS37785A patent/CS249536B2/cs unknown
- 1985-01-18 DD DD27264985A patent/DD228245A5/de not_active IP Right Cessation
- 1985-01-18 JP JP597885A patent/JPS60231639A/ja active Pending
- 1985-01-18 PT PT7984485A patent/PT79844B/pt unknown
- 1985-01-18 NO NO850225A patent/NO165918C/no unknown
- 1985-01-18 FR FR8500702A patent/FR2558465B1/fr not_active Expired
- 1985-06-06 SE SE8500236A patent/SE8500236L/xx not_active Application Discontinuation

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
Патент DE № 2032642, кл. С 07 С 103/26, 1975. *

Also Published As

Publication number	Publication date
NL8500119A (nl)	1985-08-16
GB2152931A (en)	1985-08-14
PT79844A (en)	1985-02-01
FI83635B (fi)	1991-04-30
NO850225L (no)	1985-07-22
GB8501246D0 (en)	1985-02-20
FR2558465A1 (fr)	1985-07-26
JPS60231639A (ja)	1985-11-18
DK26185D0 (da)	1985-01-18
DD228245A5 (de)	1985-10-09
CS249536B2 (en)	1987-03-12
HU190867B (en)	1986-11-28
NO165918C (no)	1991-05-02
FI850229L (fi)	1985-07-21
DE3501582A1 (de)	1985-08-01
AT390612B (de)	1990-06-11
FI83635C (fi)	1991-08-12
NO165918B (no)	1991-01-21
DK26185A (da)	1985-07-21
CH662810A5 (de)	1987-10-30
ATA11685A (de)	1989-11-15
ES540121A0 (es)	1986-07-16
HUT36779A (en)	1985-10-28
CA1239938A (fr)	1988-08-02
SE8500236L (sv)	1985-07-21
ES8608481A1 (es)	1986-07-16
PT79844B (en)	1986-10-23
FR2558465B1 (fr)	1988-08-26
SE8500236D0 (sv)	1985-01-18
GB2152931B (en)	1987-03-18
FI850229A0 (fi)	1985-01-18

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