IE35930L - Amines - Google Patents
AminesInfo
- Publication number
- IE35930L IE35930L IE710889A IE88971A IE35930L IE 35930 L IE35930 L IE 35930L IE 710889 A IE710889 A IE 710889A IE 88971 A IE88971 A IE 88971A IE 35930 L IE35930 L IE 35930L
- Authority
- IE
- Ireland
- Prior art keywords
- prepared
- general formula
- acetamide
- group
- reaction
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C35/00—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring
- C07C35/48—Halogenated derivatives
- C07C35/52—Alcohols with a condensed ring system
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
- C07C209/30—Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of nitrogen-to-oxygen or nitrogen-to-nitrogen bonds
- C07C209/40—Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of nitrogen-to-oxygen or nitrogen-to-nitrogen bonds by reduction of hydroxylamino or oxyimino groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Abstract
1307458 1,7-Dimethyl-2-norbornanamines F HOFFMANN-LA ROCHE & CO KG 16 July 1971 [17 July 1970] 33476/71 Heading C2C Novel 1,7-dimethyl-2-norbornanamines of the general formula wherein R is a C 1-6 alkyl or optionally substituted phenyl group and R<SP>1</SP> is a C 1-6 alkyl group, provided that at least one of R and R<SP>1</SP> is a methyl group, and acid addition salts thereof are prepared by (a) reducing an imine of the general formula wherein R<SP>2</SP> is a hydrogen atom or hydroxy group, or (b) hydrolysing an amine derivative of the general formula wherein R<SP>3</SP> is a hydrolytically-removable group, and, if desired, resolving a stereoisomer or diastereomer mixture obtained and also, if desired, converting a base obtained to an acid addition salt thereof. N - [4 - (Phenyl or p-chlorophenyl) - 2 - exobornyl]-acetamide is prepared by reaction of 2- (phenyl or p-chlorophenyl)-borneol, respectively, with acetonitrile in the presence of glacial acetic acid and conc. H 2 SO 4 . N-(4-Propyl-2-exobornyl)-acetamide is prepared by reaction of 2- propylidene-camphane with acetonitrile in the presence of glacial acetic acid and cone. H 2 SO 4 . N (1,4,7;7 - Tetramethyl - 2 - exo - norbornyl) acetamide is prepared by reaction of 1-methylcamphene with acetonitrile in the presence of cone. H 2 SO 4 . N - [4 - (p - Nitrophenyl) - 2 - exobornyl] - acetamide is prepared by nitration of N - (4 - phenyl - 2 - exo - bornyl) - acetamide. N - (1,4,7,7 - Tetramethyl - 2 - exo - - norbornyl). thiocarbamic acid S-methyl ester is prepared by reaction of 1- methyl -camphene with methyl thiocyanate in the presence of glacial acetic acid and cone. H 2 SO 4 N-[4-(p-Methoxyphenyl)-2- exo.bornyl].acetamide is prepared by reaction of 2 - (p - methoxyphenyl) - bornylene - (2.) with acetonitrile in the presence of glacial acetic acid and conc. H 2 SO 4 . 2-(p-.Chlorophenyl).borneol is prepared by reaction of 4-bromo-chlorobenzene, magnesium and camphor in ether, followed by treatment of the resulting complex with ammonium chloride solution. The 1,7 -dimethyl -2-norbornanamines of the first general formula above wherein R<SP>1</SP> is a methyl group can be reacted with 1,4-naphthoquinones of the general formula wherein X<SP>1</SP> is a hydrogen or halogen atom or a C 1-6 alkoxy group and R<SP>X</SP> is a leaving atom or group, to give arnosebicidal and baoteriostatic 2.- bornylamino - 1,4-naphthoquinones of the general formula Pharmaceutical compositions having virucidal and anticataleptic activity comprise, as active ingredient, a 1,7-dimethyl-2-norbornanamine of the first general formula above or a pharmaceutically acceptable acid addition salt thereof together with a pharmaceutical carrier.
[GB1307458A]
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH1090670A CH547771A (en) | 1970-07-17 | 1970-07-17 | PROCESS FOR THE MANUFACTURING OF BORNANAMINE DERIVATIVES. |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE35930L true IE35930L (en) | 1972-01-17 |
| IE35930B1 IE35930B1 (en) | 1976-07-07 |
Family
ID=4368064
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE889/71A IE35930B1 (en) | 1970-07-17 | 1971-07-13 | Amines and a process for the manufacture thereof |
Country Status (17)
| Country | Link |
|---|---|
| AT (1) | AT318556B (en) |
| BE (1) | BE770110A (en) |
| BG (2) | BG19122A3 (en) |
| BR (1) | BR7104437D0 (en) |
| CH (1) | CH547771A (en) |
| DE (1) | DE2135711A1 (en) |
| ES (1) | ES393340A1 (en) |
| FR (1) | FR2100923B1 (en) |
| GB (1) | GB1307458A (en) |
| HU (1) | HU162586B (en) |
| IE (1) | IE35930B1 (en) |
| IL (1) | IL37231A (en) |
| MY (1) | MY7300469A (en) |
| NL (1) | NL7109830A (en) |
| RO (2) | RO61071A (en) |
| SU (1) | SU448638A3 (en) |
| ZA (1) | ZA714356B (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2891740B2 (en) * | 1990-03-30 | 1999-05-17 | 塩野義製薬株式会社 | Method for producing optically active norbornane-based amine derivative |
| CN110194717B (en) * | 2019-04-29 | 2022-03-04 | 宁夏万香源生物科技有限公司 | Method for producing camphorquinone by using by-product generated in camphor synthesis process as raw material |
-
1970
- 1970-07-17 CH CH1090670A patent/CH547771A/en not_active IP Right Cessation
-
1971
- 1971-06-22 BG BG19555A patent/BG19122A3/xx unknown
- 1971-06-22 BG BG17877A patent/BG18598A3/xx unknown
- 1971-07-02 ZA ZA714356A patent/ZA714356B/en unknown
- 1971-07-05 IL IL37231A patent/IL37231A/en unknown
- 1971-07-13 FR FR7125641A patent/FR2100923B1/fr not_active Expired
- 1971-07-13 IE IE889/71A patent/IE35930B1/en unknown
- 1971-07-14 BR BR4437/71A patent/BR7104437D0/en unknown
- 1971-07-15 HU HUHO1395A patent/HU162586B/hu unknown
- 1971-07-16 GB GB3347671A patent/GB1307458A/en not_active Expired
- 1971-07-16 SU SU1681452A patent/SU448638A3/en active
- 1971-07-16 AT AT620771A patent/AT318556B/en not_active IP Right Cessation
- 1971-07-16 BE BE770110A patent/BE770110A/en unknown
- 1971-07-16 NL NL7109830A patent/NL7109830A/xx unknown
- 1971-07-16 ES ES393340A patent/ES393340A1/en not_active Expired
- 1971-07-16 DE DE19712135711 patent/DE2135711A1/de active Pending
- 1971-07-17 RO RO71131A patent/RO61071A/ro unknown
- 1971-07-17 RO RO67709A patent/RO61743A/ro unknown
-
1973
- 1973-12-30 MY MY469/73A patent/MY7300469A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| RO61743A (en) | 1977-02-15 |
| ZA714356B (en) | 1972-03-29 |
| IL37231A0 (en) | 1971-10-20 |
| FR2100923B1 (en) | 1974-08-23 |
| IL37231A (en) | 1975-02-10 |
| DE2135711A1 (en) | 1972-01-20 |
| BE770110A (en) | 1972-01-17 |
| ES393340A1 (en) | 1973-08-16 |
| HU162586B (en) | 1973-03-28 |
| GB1307458A (en) | 1973-02-21 |
| SU448638A3 (en) | 1974-10-30 |
| BG18598A3 (en) | 1975-02-25 |
| CH547771A (en) | 1974-04-11 |
| FR2100923A1 (en) | 1972-03-24 |
| BR7104437D0 (en) | 1973-03-08 |
| IE35930B1 (en) | 1976-07-07 |
| MY7300469A (en) | 1973-12-31 |
| RO61071A (en) | 1976-09-15 |
| BG19122A3 (en) | 1975-04-30 |
| NL7109830A (en) | 1972-01-19 |
| AT318556B (en) | 1974-10-25 |
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