IL36801A - Novel phenylhydrazones of 1-benzoylhexahydro-4h-azepin-4-one and process for their preparation - Google Patents
Novel phenylhydrazones of 1-benzoylhexahydro-4h-azepin-4-one and process for their preparationInfo
- Publication number
- IL36801A IL36801A IL3680167A IL3680167A IL36801A IL 36801 A IL36801 A IL 36801A IL 3680167 A IL3680167 A IL 3680167A IL 3680167 A IL3680167 A IL 3680167A IL 36801 A IL36801 A IL 36801A
- Authority
- IL
- Israel
- Prior art keywords
- compound
- hydrogen
- novel
- preparation
- benzoylhexahydro
- Prior art date
Links
- 238000000034 method Methods 0.000 title description 6
- 238000002360 preparation method Methods 0.000 title description 3
- CFZRTDHGRHTNHP-UHFFFAOYSA-N 1-benzoylazepan-4-one Chemical compound C=1C=CC=CC=1C(=O)N1CCCC(=O)CC1 CFZRTDHGRHTNHP-UHFFFAOYSA-N 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims description 17
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 3
- 125000003545 alkoxy group Chemical group 0.000 claims description 3
- 229910052799 carbon Inorganic materials 0.000 claims description 3
- 229910052739 hydrogen Inorganic materials 0.000 claims 6
- 239000001257 hydrogen Substances 0.000 claims 6
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- 125000001475 halogen functional group Chemical group 0.000 claims 1
- -1 hydro compound Chemical class 0.000 claims 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- HKOOXMFOFWEVGF-UHFFFAOYSA-N phenylhydrazine Chemical compound NNC1=CC=CC=C1 HKOOXMFOFWEVGF-UHFFFAOYSA-N 0.000 description 2
- 229940067157 phenylhydrazine Drugs 0.000 description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 239000003377 acid catalyst Substances 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 125000000717 hydrazino group Chemical group [H]N([*])N([H])[H] 0.000 description 1
- 150000002475 indoles Chemical class 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D223/00—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom
- C07D223/02—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom not condensed with other rings
- C07D223/06—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom not condensed with other rings 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
- C07D223/08—Oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D223/00—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom
- C07D223/02—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom not condensed with other rings
- C07D223/06—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom not condensed with other rings 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
- C07D223/12—Nitrogen atoms not forming part of a nitro radical
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Indole Compounds (AREA)
Description
Novel zones of and Process for their Preparation The present invention relates to novel compounds the general formula and to process preparing The hovel compounds of the general formula II valuable intermediates in organic and especially i the preparation of i hexahydroazeplho indoles described and claimed in the copendin patent application from which present application has been divided out The process of preparing the novel compounds of formula II can be represented by the followin wherein R and are selected from the group consisting of alkoxy and containing from 1 to 3 carbon and with the proviso that at least one of the two ortho positions the hydrazino in I is an to the phenyl group The alkyl group as used in the above from 1 to 3 carbon comprises the members and the alkoxy group comprises pro and The halogen atoms herein intend as substltutents of the phenyl group are chlorine and According to the present invention there provided a process which comprises heating a phenylhydrazine of the formula I with to obtain the phenylhydrazone of of formula II starting compounds for this invention are known The is prepared as shown in the In carryin ou the process of the present the selected phenylhydrazine formula 1 is refluxed with in a solvent such as toluene or the In the preferred embodiment of this inventionm an acid catalyst such as acetic acid a quantity of about to calculated on the amount of is added to obtain insufficientOCRQuality
Claims (1)
1. WHAT IS CLAIMED IS A compound of the formula wherein and wherein R and are selected from the grou cons sting of alkoxy and containing from 3 carbon and halo wit the proviso that at least one positions of s hydro compound according Claim 1 wherein R and and the compound the phenyihydrazone of A compound according to Claim wherein R is hydrogen and is so that the compound is the of i A compound according to Claim wherein R is hydrogen and is so that the compound the henylhydrazo e of A compound according to Claim wherein R is hydrogen and is so that the compound is of A compound according to Claim wherein is hydrogen and so that the compound is the of A compound according to Claim wherein R is hydrogen and is so that the compound the A compound according to Claim wherein R is hydrogen and is so that the compound is the of A proceao production o of 1 as claimed in Claim insufficientOCRQuality
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US54888066A | 1966-05-10 | 1966-05-10 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| IL36801A true IL36801A (en) | 1971-11-29 |
Family
ID=24190763
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL3680167A IL36801A (en) | 1966-05-10 | 1967-04-11 | Novel phenylhydrazones of 1-benzoylhexahydro-4h-azepin-4-one and process for their preparation |
| IL2777667A IL27776A (en) | 1966-05-10 | 1967-04-11 | 1,2,3,4,5,6-hexahydroazepino(4,5-b)-indoles and process for their preparation |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL2777667A IL27776A (en) | 1966-05-10 | 1967-04-11 | 1,2,3,4,5,6-hexahydroazepino(4,5-b)-indoles and process for their preparation |
Country Status (9)
| Country | Link |
|---|---|
| BE (1) | BE698268A (en) |
| CH (1) | CH506543A (en) |
| DE (1) | DE1695943A1 (en) |
| ES (1) | ES340258A1 (en) |
| FR (1) | FR6699M (en) |
| GB (2) | GB1180616A (en) |
| GR (1) | GR35044B (en) |
| IL (2) | IL36801A (en) |
| NL (1) | NL6706513A (en) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2434166A2 (en) * | 1978-08-24 | 1980-03-21 | Omnium Chimique Sa | PROCESS FOR THE PREPARATION OF VINCADIFFORMIN AND SIMILAR DERIVATIVES |
| FR2663935A1 (en) * | 1990-06-27 | 1992-01-03 | Adir | NOVEL 1,2,3,4,5,6-HEXAHYDROAZEPINO [4,5-B] INDOLES AND 1,2,3,4-TETRAHYDROBETHACARBOLINES, PROCESSES FOR PREPARING THEM AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM |
| US7030109B2 (en) | 1999-07-19 | 2006-04-18 | Pharmacia & Upjohn Company | 1,2,3,4,5,6-Hexahydroazepino[4,5-b]indoles containing arylsulfones at the 9-position |
| MY122278A (en) | 1999-07-19 | 2006-04-29 | Upjohn Co | 1,2,3,4,5,6-hexahydroazepino[4,5-b]indoles containing arylsulfones at the 9-position |
| WO2002004456A1 (en) * | 2000-07-06 | 2002-01-17 | Pharmacia & Upjohn Company | SUBSTITUTED 2,3,7,8,9,10,11,12-OCTAHYDROAZEPINO[4,5-b]PYRANO[3,2-e]INDOLES |
| JP2004509894A (en) * | 2000-09-20 | 2004-04-02 | ファルマシア・アンド・アップジョン・カンパニー | Substituted azepino [4,5-b] indoline derivatives |
| TWI329111B (en) | 2002-05-24 | 2010-08-21 | X Ceptor Therapeutics Inc | Azepinoindole and pyridoindole derivatives as pharmaceutical agents |
| US7595311B2 (en) * | 2002-05-24 | 2009-09-29 | Exelixis, Inc. | Azepinoindole derivatives as pharmaceutical agents |
| CA2532798C (en) | 2003-07-23 | 2013-02-19 | X-Ceptor Therapeutics Inc. | Azepine derivatives as pharmaceutical agents |
| US20230257385A1 (en) | 2021-11-17 | 2023-08-17 | Terran Biosciences Inc. | Salt and solid forms of tabernanthalog |
-
1967
- 1967-04-10 GR GR670135044A patent/GR35044B/en unknown
- 1967-04-11 IL IL3680167A patent/IL36801A/en unknown
- 1967-04-11 IL IL2777667A patent/IL27776A/en unknown
- 1967-04-17 GB GB4488369A patent/GB1180616A/en not_active Expired
- 1967-04-17 GB GB1757867A patent/GB1180615A/en not_active Expired
- 1967-05-05 CH CH637567A patent/CH506543A/en not_active IP Right Cessation
- 1967-05-08 ES ES340258A patent/ES340258A1/en not_active Expired
- 1967-05-09 DE DE19671695943 patent/DE1695943A1/en active Pending
- 1967-05-10 NL NL6706513A patent/NL6706513A/xx unknown
- 1967-05-10 BE BE698268D patent/BE698268A/xx unknown
- 1967-08-08 FR FR117261A patent/FR6699M/fr not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| FR6699M (en) | 1969-02-10 |
| GR35044B (en) | 1968-07-31 |
| IL27776A (en) | 1971-11-29 |
| GB1180616A (en) | 1970-02-04 |
| DE1695943A1 (en) | 1971-05-13 |
| CH506543A (en) | 1971-04-30 |
| GB1180615A (en) | 1970-02-04 |
| BE698268A (en) | 1967-11-10 |
| ES340258A1 (en) | 1968-06-01 |
| NL6706513A (en) | 1967-11-13 |
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