HUP0000766A2 - Eljárás benzo-tiazolon-származékok előállítására - Google Patents
Eljárás benzo-tiazolon-származékok előállításáraInfo
- Publication number
- HUP0000766A2 HUP0000766A2 HU0000766A HUP0000766A HUP0000766A2 HU P0000766 A2 HUP0000766 A2 HU P0000766A2 HU 0000766 A HU0000766 A HU 0000766A HU P0000766 A HUP0000766 A HU P0000766A HU P0000766 A2 HUP0000766 A2 HU P0000766A2
- Authority
- HU
- Hungary
- Prior art keywords
- ethyl
- methoxy
- amino
- acetyl
- phenyl
- Prior art date
Links
- BXQNSPXDWSNUKE-UHFFFAOYSA-N 1,3-benzothiazole 1-oxide Chemical class C1=CC=C2S(=O)C=NC2=C1 BXQNSPXDWSNUKE-UHFFFAOYSA-N 0.000 title 1
- 239000000543 intermediate Substances 0.000 abstract 4
- 150000001875 compounds Chemical class 0.000 abstract 3
- QTVWIFNKYVCFIC-UHFFFAOYSA-N n-[2-[3-(carbamothioylamino)-4-methoxyphenyl]ethyl]acetamide Chemical compound COC1=CC=C(CCNC(C)=O)C=C1NC(N)=S QTVWIFNKYVCFIC-UHFFFAOYSA-N 0.000 abstract 3
- LTPVSOCPYWDIFU-UHFFFAOYSA-N 4-methoxyphenylethylamine Chemical compound COC1=CC=C(CCN)C=C1 LTPVSOCPYWDIFU-UHFFFAOYSA-N 0.000 abstract 2
- -1 benzoyl isocyanate N-benzoyl-N'-{2-methoxy-5-[2-(acetyl-amino)-ethyl]-phenyl}-thiourea Chemical compound 0.000 abstract 2
- VIFWHZYHQSVJGD-UHFFFAOYSA-N N-[2-(4-methoxyphenyl)ethyl]acetamide Chemical compound COC1=CC=C(CCNC(C)=O)C=C1 VIFWHZYHQSVJGD-UHFFFAOYSA-N 0.000 abstract 1
- 230000002378 acidificating effect Effects 0.000 abstract 1
- NBHYYGWUCNKTPP-UHFFFAOYSA-N n-[2-(2-amino-4-methoxy-1,3-benzothiazol-7-yl)ethyl]acetamide Chemical compound COC1=CC=C(CCNC(C)=O)C2=C1N=C(N)S2 NBHYYGWUCNKTPP-UHFFFAOYSA-N 0.000 abstract 1
- WPBFVEJIEMIALY-UHFFFAOYSA-N n-[2-(2-chloro-4-methoxy-1,3-benzothiazol-7-yl)ethyl]acetamide Chemical compound COC1=CC=C(CCNC(C)=O)C2=C1N=C(Cl)S2 WPBFVEJIEMIALY-UHFFFAOYSA-N 0.000 abstract 1
- HQLAZRQXMDXDFD-UHFFFAOYSA-N n-[2-(3-amino-4-methoxyphenyl)ethyl]acetamide;hydrochloride Chemical compound [Cl-].COC1=CC=C(CCNC(C)=O)C=C1[NH3+] HQLAZRQXMDXDFD-UHFFFAOYSA-N 0.000 abstract 1
- FJIBKEWCYAZCLW-UHFFFAOYSA-N n-[2-(4-methoxy-3-nitrophenyl)ethyl]acetamide Chemical compound COC1=CC=C(CCNC(C)=O)C=C1[N+]([O-])=O FJIBKEWCYAZCLW-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/60—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings condensed with carbocyclic rings or ring systems
- C07D277/62—Benzothiazoles
- C07D277/68—Benzothiazoles 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 in position 2
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
- C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C233/16—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms
- C07C233/17—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom
- C07C233/18—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom having the carbon atom of the carboxamide group bound to a hydrogen atom or to a carbon atom of an acyclic saturated carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
- C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C233/34—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by amino groups
- C07C233/35—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by amino groups with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom
- C07C233/36—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by amino groups with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom having the carbon atom of the carboxamide group bound to a hydrogen atom or to a carbon atom of an acyclic saturated carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C335/00—Thioureas, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
- C07C335/04—Derivatives of thiourea
- C07C335/16—Derivatives of thiourea having nitrogen atoms of thiourea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
- C07C335/20—Derivatives of thiourea having nitrogen atoms of thiourea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton being further substituted by nitrogen atoms, not being part of nitro or nitroso groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C335/00—Thioureas, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
- C07C335/04—Derivatives of thiourea
- C07C335/24—Derivatives of thiourea containing any of the groups, X being a hetero atom, Y being any atom
- C07C335/26—Y being a hydrogen or a carbon atom, e.g. benzoylthioureas
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/60—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings condensed with carbocyclic rings or ring systems
- C07D277/62—Benzothiazoles
- C07D277/68—Benzothiazoles 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 in position 2
- C07D277/82—Nitrogen atoms
Abstract
A találmány tárgya új eljárás az (I) képletű vegyület ésintermedierjei előállítására. A találmány szerint 2-(4-metoxi-fenil)-etil-amint acetileznek N-[2-(4-metoxi-fenil)-etil]-acetamiddá, ezt N-[2-(4-metoxi-3-nitro-fenil)-etil]-acetamiddá (VII) nitrálják, melyetsavas közegben katalitikusan hidrogénezve N-[2-(3-amino-4-metoxi-fenil)-etil]-acetamid-hidrokloriddá (VI) redukálnak, majd benzoil-izo-cianáttal N-benzoil-N' -{2-metoxi-5-[2-(acetil-amino)-etil]-fenil}-tiokarbamiddá (V) kapcsolnak, utána vizes, lúgos közegben N-{2-metoxi-5-[2-(acetil-amino)-etil] -fenil}-tiokarbamiddá (IV) hidrolizálnak,savas közegben egy halogénező/oxidálószerrel 2-amino-4-metoxi-7-[2-(acetil-amino)-etil]-benzotiazollá (III) ciklizálják, réz (I) réz (II)-halogenid jelenlétében 2-klór-4-metoxi-7-[2-(acetil-amino)-etil]-benzo-tiazollá (II) alakítják, majd végül ezt az (I) képletűvegyületté konvertálják. A (II) (III) (IV) (V) (VI) és (VII)intermedierek új vegyületek. Ó
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
SE9700706A SE9700706D0 (sv) | 1997-02-27 | 1997-02-27 | Process for the preparation of benzothiazoline compounds |
PCT/SE1998/000274 WO1998038180A1 (en) | 1997-02-27 | 1998-02-17 | Process for the preparation of benzothiazolone compounds |
Publications (2)
Publication Number | Publication Date |
---|---|
HUP0000766A2 true HUP0000766A2 (hu) | 2000-10-28 |
HUP0000766A3 HUP0000766A3 (en) | 2001-12-28 |
Family
ID=20405955
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
HU0000766A HUP0000766A3 (en) | 1997-02-27 | 1998-02-17 | Process for the preparation of benzothiazolone derivatives |
Country Status (20)
Country | Link |
---|---|
US (6) | US6087508A (hu) |
EP (1) | EP0970064A1 (hu) |
JP (1) | JP2001513770A (hu) |
KR (1) | KR20000075720A (hu) |
CN (1) | CN1083447C (hu) |
AU (1) | AU724616B2 (hu) |
BR (1) | BR9807785A (hu) |
CA (1) | CA2280010A1 (hu) |
EE (1) | EE9900373A (hu) |
HU (1) | HUP0000766A3 (hu) |
ID (1) | ID22430A (hu) |
IL (1) | IL131121A0 (hu) |
IS (1) | IS5162A (hu) |
NO (1) | NO994131D0 (hu) |
NZ (1) | NZ336877A (hu) |
PL (1) | PL334901A1 (hu) |
SE (1) | SE9700706D0 (hu) |
SK (1) | SK111499A3 (hu) |
TR (1) | TR199902057T2 (hu) |
WO (1) | WO1998038180A1 (hu) |
Families Citing this family (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US7158870B2 (en) * | 2002-01-24 | 2007-01-02 | Ford Global Technologies, Llc | Post collision restraints control module |
TW200738658A (en) | 2005-08-09 | 2007-10-16 | Astrazeneca Ab | Novel compounds |
TW200745067A (en) | 2006-03-14 | 2007-12-16 | Astrazeneca Ab | Novel compounds |
US7270805B1 (en) * | 2006-03-30 | 2007-09-18 | Conopco, Inc. | Skin lightening agents, compositions and methods |
TW200833670A (en) | 2006-12-20 | 2008-08-16 | Astrazeneca Ab | Novel compounds 569 |
GB0702458D0 (en) | 2007-02-08 | 2007-03-21 | Astrazeneca Ab | Salts 668 |
EP2303873A4 (en) | 2008-06-18 | 2012-01-04 | Astrazeneca Ab | BENZOXAZINE DERIVATIVES AS A BETA2 ADRENORE RECEPTOR AGONIST FOR THE TREATMENT OF RESPIRATORY DISEASES |
Family Cites Families (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3832365A (en) * | 1972-03-14 | 1974-08-27 | Hoffmann La Roche | Quinone intermediates for synthesis of 6-hydroxydopamine |
CH592644A5 (hu) * | 1975-01-22 | 1977-10-31 | Lonza Ag | |
DE2631163B2 (de) * | 1976-07-10 | 1978-06-29 | Basf Ag, 6700 Ludwigshafen | Verfahren zur Herstellung von 2-Iminobenzothiazolen |
DE3231885A1 (de) * | 1982-08-27 | 1984-03-01 | Hoechst Ag, 6230 Frankfurt | Verfahren zur herstellung halogensubstituierter 2-aminobenzthiazole |
DE3507824A1 (de) * | 1985-03-06 | 1986-09-11 | Bayer Ag, 5090 Leverkusen | Verfahren zur herstellung von substituierten styrolen |
DE3522941A1 (de) * | 1985-06-27 | 1987-01-08 | Hoechst Ag | Verfahren zur herstellung von 2-aminobenzthiazolen |
EP0529600B1 (de) * | 1991-08-30 | 1996-11-06 | Hoechst Aktiengesellschaft | Verfahren zur Herstellung von 2-Aminobenzthiazolen |
JPH0558998A (ja) * | 1991-09-06 | 1993-03-09 | Taisho Pharmaceut Co Ltd | カルバゾール誘導体 |
DE4313930A1 (de) * | 1993-04-28 | 1994-11-03 | Hoechst Ag | Verfahren zur Herstellung von 2(3H)-Benzothiazolen |
-
1997
- 1997-02-27 SE SE9700706A patent/SE9700706D0/xx unknown
-
1998
- 1998-02-17 ID IDW990871A patent/ID22430A/id unknown
- 1998-02-17 JP JP53756798A patent/JP2001513770A/ja active Pending
- 1998-02-17 KR KR1019997007789A patent/KR20000075720A/ko not_active Application Discontinuation
- 1998-02-17 EP EP98908361A patent/EP0970064A1/en not_active Withdrawn
- 1998-02-17 CN CN98802761A patent/CN1083447C/zh not_active Expired - Fee Related
- 1998-02-17 NZ NZ336877A patent/NZ336877A/en unknown
- 1998-02-17 US US09/029,831 patent/US6087508A/en not_active Expired - Fee Related
- 1998-02-17 HU HU0000766A patent/HUP0000766A3/hu unknown
- 1998-02-17 PL PL98334901A patent/PL334901A1/xx unknown
- 1998-02-17 AU AU66407/98A patent/AU724616B2/en not_active Ceased
- 1998-02-17 IL IL13112198A patent/IL131121A0/xx unknown
- 1998-02-17 BR BR9807785-6A patent/BR9807785A/pt not_active IP Right Cessation
- 1998-02-17 TR TR1999/02057T patent/TR199902057T2/xx unknown
- 1998-02-17 CA CA002280010A patent/CA2280010A1/en not_active Abandoned
- 1998-02-17 WO PCT/SE1998/000274 patent/WO1998038180A1/en not_active Application Discontinuation
- 1998-02-17 EE EEP199900373A patent/EE9900373A/xx unknown
- 1998-02-17 SK SK1114-99A patent/SK111499A3/sk unknown
-
1999
- 1999-08-23 IS IS5162A patent/IS5162A/is unknown
- 1999-08-26 NO NO994131A patent/NO994131D0/no not_active Application Discontinuation
- 1999-10-01 US US09/410,069 patent/US6114578A/en not_active Expired - Fee Related
- 1999-10-01 US US09/410,042 patent/US6124468A/en not_active Expired - Fee Related
- 1999-10-01 US US09/410,067 patent/US6118024A/en not_active Expired - Fee Related
- 1999-10-01 US US09/410,066 patent/US6194614B1/en not_active Expired - Fee Related
- 1999-10-01 US US09/411,162 patent/US6147219A/en not_active Expired - Fee Related
Also Published As
Publication number | Publication date |
---|---|
CA2280010A1 (en) | 1998-09-03 |
IS5162A (is) | 1999-08-23 |
AU724616B2 (en) | 2000-09-28 |
TR199902057T2 (xx) | 2000-02-21 |
US6114578A (en) | 2000-09-05 |
SE9700706D0 (sv) | 1997-02-27 |
ID22430A (id) | 1999-10-14 |
SK111499A3 (en) | 2000-05-16 |
CN1248252A (zh) | 2000-03-22 |
HUP0000766A3 (en) | 2001-12-28 |
NZ336877A (en) | 2001-07-27 |
CN1083447C (zh) | 2002-04-24 |
NO994131L (no) | 1999-08-26 |
BR9807785A (pt) | 2000-02-22 |
JP2001513770A (ja) | 2001-09-04 |
US6087508A (en) | 2000-07-11 |
US6147219A (en) | 2000-11-14 |
EE9900373A (et) | 2000-04-17 |
US6118024A (en) | 2000-09-12 |
US6194614B1 (en) | 2001-02-27 |
US6124468A (en) | 2000-09-26 |
WO1998038180A1 (en) | 1998-09-03 |
KR20000075720A (ko) | 2000-12-26 |
EP0970064A1 (en) | 2000-01-12 |
IL131121A0 (en) | 2001-01-28 |
PL334901A1 (en) | 2000-03-27 |
NO994131D0 (no) | 1999-08-26 |
AU6640798A (en) | 1998-09-18 |
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