ES314105A1 - Bike preparation procedure 2.2.2. Octanos. (Machine-translation by Google Translate, not legally binding) - Google Patents
Bike preparation procedure 2.2.2. Octanos. (Machine-translation by Google Translate, not legally binding)Info
- Publication number
- ES314105A1 ES314105A1 ES0314105A ES314105A ES314105A1 ES 314105 A1 ES314105 A1 ES 314105A1 ES 0314105 A ES0314105 A ES 0314105A ES 314105 A ES314105 A ES 314105A ES 314105 A1 ES314105 A1 ES 314105A1
- Authority
- ES
- Spain
- Prior art keywords
- octane
- carbon atoms
- alpha
- methylamines
- alkyl
- Prior art date
- Legal status (The legal status 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 status listed.)
- Expired
Links
- 238000000034 method Methods 0.000 title abstract 2
- 238000002360 preparation method Methods 0.000 title abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 10
- 125000000217 alkyl group Chemical group 0.000 abstract 6
- 238000006243 chemical reaction Methods 0.000 abstract 3
- 229910052739 hydrogen Inorganic materials 0.000 abstract 3
- 239000001257 hydrogen Substances 0.000 abstract 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 3
- SXJZKPHDCMYQGN-UHFFFAOYSA-N 4-bicyclo[2.2.2]octanylmethanamine Chemical compound C1CC2CCC1(CN)CC2 SXJZKPHDCMYQGN-UHFFFAOYSA-N 0.000 abstract 2
- 101001002508 Homo sapiens Immunoglobulin-binding protein 1 Proteins 0.000 abstract 2
- 102100021042 Immunoglobulin-binding protein 1 Human genes 0.000 abstract 2
- 125000003342 alkenyl group Chemical group 0.000 abstract 2
- 125000003545 alkoxy group Chemical group 0.000 abstract 2
- 125000000304 alkynyl group Chemical group 0.000 abstract 2
- 125000003118 aryl group Chemical group 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 abstract 2
- 125000000623 heterocyclic group Chemical group 0.000 abstract 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 1
- 241000219823 Medicago Species 0.000 abstract 1
- 235000017587 Medicago sativa ssp. sativa Nutrition 0.000 abstract 1
- 238000006434 Ritter amidation reaction Methods 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 125000001931 aliphatic group Chemical group 0.000 abstract 1
- 230000029936 alkylation Effects 0.000 abstract 1
- 238000005804 alkylation reaction Methods 0.000 abstract 1
- 125000004429 atom Chemical group 0.000 abstract 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 1
- 229910052794 bromium Inorganic materials 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 239000000460 chlorine Substances 0.000 abstract 1
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 abstract 1
- 125000004850 cyclobutylmethyl group Chemical group C1(CCC1)C* 0.000 abstract 1
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 abstract 1
- 125000004186 cyclopropylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C1([H])[H] 0.000 abstract 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Substances OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- GHLZUHZBBNDWHW-UHFFFAOYSA-N nonanamide Chemical compound CCCCCCCCC(N)=O GHLZUHZBBNDWHW-UHFFFAOYSA-N 0.000 abstract 1
- FBUKVWPVBMHYJY-UHFFFAOYSA-N nonanoic acid Chemical compound CCCCCCCCC(O)=O FBUKVWPVBMHYJY-UHFFFAOYSA-N 0.000 abstract 1
- 231100000252 nontoxic Toxicity 0.000 abstract 1
- 230000003000 nontoxic effect Effects 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C13/00—Cyclic hydrocarbons containing rings other than, or in addition to, six-membered aromatic rings
- C07C13/28—Polycyclic hydrocarbons or acyclic hydrocarbon derivatives thereof
- C07C13/32—Polycyclic hydrocarbons or acyclic hydrocarbon derivatives thereof with condensed rings
- C07C13/44—Polycyclic hydrocarbons or acyclic hydrocarbon derivatives thereof with condensed rings with a bicyclo ring system containing eight carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Cephalosporin Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Abstract
Procedure for the preparation of bicico [2.2.2] octanes, of the formula: ** (See formula) ** in which R is hydrogen or alkyl of 1 to 6 carbon atoms X and Y are hydrogen, methyl or ethyl; R1 is (see formula), where n is an integer from 2 to 6; -NR2R3; or -N-CHR4; where R2 is hydrogen; alkyl of 1 to 6 carbon atoms; monosubstituted alkyl of 1 to 6 carbon atoms, where the substitute is hydroxyl, alkoxy of 1 to 2 carbon atoms, -NH2, -NHR5, or -NR5R6, where R5 and R6 are each of them alkyls of 1 to 4 atoms of carbon; alkenyl of 2 to 6 carbon atoms; alkynyl of 2 to 6 carbon atoms; cyclopropyl; cyclobutyl; cyclopropylmethyl; or cyclobutylmethyl; R3 is R2; chlorine; bromine; formyl; -CH2COOH; -GH2COOCH3; or -CH2COOC2H5; provided that when R2 is alkenyl and alkynyl having the unsaturated bond in the 1-position, R3 is alkyl of 1 to 6 carbon atoms and monosubstituted alkyl of 1 to 6 carbon atoms, where the substitute is hydroxyl, alkoxy of 1 to 2. carbon atoms, -NH2, -NHR5 or -NR5R6; or R4 is aliphatic; monosubstituted alfalfa where the substitute is aromatic or heterocyclic; aromatic; or heterocyclic containing no more than 12 carbon atoms, and non-toxic salts of said compounds, - comprising (a) the conversion of a 4-alkylbicyclo [2.2.2] octane-1-carboxylic acid to a corresponding 4-alkylbicyclo [2.2.2] octane-1-carboxamide and the reduction thereof to a 4-alkylbicyclo [2.2. 2] octane-1-methylamine, or (b) the reduction of a bicyclo [2.2.2] octyl- (l) -alkyl ketone oxime, or (c) the attachment of an alpha, alpha-dialkylbicyclo [2.2.2] octane-1-methanol to the Ritter reaction, or (d) the alkylation of a bicyclo [2.2.2] octane-1-methylamine, 4-alkylbicyclo [2.2.2] octane-1-methylamines, alpha-4, dialkylbicyclo [2.2.2] octane-1-methylamines, alpha , alpha, 4-trialkylbicyclo [2.2.2] octane-1-methylamines, or (e) the reaction of a bicyclo [2.2.2] octane-1-methylamine, 4-alkylbicyclo [2.2.2] octane-1-methylamines, alpha-4, dialkylbicyclo [2.2.2] octane-1-methylamines, alpha , alpha, 4-trialkylbicyclo [2.2.2] octane-1-methylamines, with a corresponding aldehyde, and (f) the eventual reaction of a compound of (a) to (e) with a corresponding acid to form the salt thereof. (Machine-translation by Google Translate, not legally binding)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US37533764A | 1964-06-15 | 1964-06-15 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES314105A1 true ES314105A1 (en) | 1966-02-16 |
Family
ID=23480493
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES0314105A Expired ES314105A1 (en) | 1964-06-15 | 1965-06-11 | Bike preparation procedure 2.2.2. Octanos. (Machine-translation by Google Translate, not legally binding) |
Country Status (14)
| Country | Link |
|---|---|
| AT (3) | AT271427B (en) |
| BE (1) | BE665459A (en) |
| BR (1) | BR6570006D0 (en) |
| CH (1) | CH471070A (en) |
| ES (1) | ES314105A1 (en) |
| FI (1) | FI43071B (en) |
| FR (2) | FR1468715A (en) |
| GB (1) | GB1079592A (en) |
| IL (1) | IL23726A (en) |
| LU (1) | LU48845A1 (en) |
| MY (1) | MY6900002A (en) |
| NL (1) | NL6507578A (en) |
| NO (1) | NO116717B (en) |
| SE (1) | SE328278B (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114585629A (en) * | 2019-11-06 | 2022-06-03 | 伊士曼化工公司 | Process for the preparation of bicyclo[2.2.2]octane-1,4-diol |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3439100A (en) * | 1966-08-09 | 1969-04-15 | Smithkline Corp | Preventing influenza infections with bicyclo(2.2.2)octane-2-methylamine |
| US3489802A (en) * | 1967-01-23 | 1970-01-13 | Du Pont | Preparation of alpha-methyl-1-adamantane-methylamine and alpha,4 - dimethyl - 1 - bicyclo(2,2,2)octane methylamine |
-
1965
- 1965-05-28 BR BR170006/65A patent/BR6570006D0/en unknown
- 1965-06-10 AT AT71467A patent/AT271427B/en active
- 1965-06-10 AT AT524665A patent/AT271423B/en active
- 1965-06-10 AT AT71567A patent/AT271428B/en active
- 1965-06-10 CH CH808765A patent/CH471070A/en not_active IP Right Cessation
- 1965-06-11 ES ES0314105A patent/ES314105A1/en not_active Expired
- 1965-06-11 GB GB24804/65A patent/GB1079592A/en not_active Expired
- 1965-06-14 FR FR20734A patent/FR1468715A/en not_active Expired
- 1965-06-14 IL IL23726A patent/IL23726A/en unknown
- 1965-06-14 NO NO158473A patent/NO116717B/no unknown
- 1965-06-14 FI FI1409/65A patent/FI43071B/fi active
- 1965-06-14 SE SE07807/65A patent/SE328278B/xx unknown
- 1965-06-14 NL NL6507578A patent/NL6507578A/xx unknown
- 1965-06-15 BE BE665459D patent/BE665459A/xx unknown
- 1965-06-15 LU LU48845A patent/LU48845A1/xx unknown
- 1965-09-13 FR FR31262A patent/FR5324M/fr not_active Expired
-
1969
- 1969-12-31 MY MY19692A patent/MY6900002A/en unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114585629A (en) * | 2019-11-06 | 2022-06-03 | 伊士曼化工公司 | Process for the preparation of bicyclo[2.2.2]octane-1,4-diol |
Also Published As
| Publication number | Publication date |
|---|---|
| DE1468813A1 (en) | 1969-01-09 |
| SE328278B (en) | 1970-09-14 |
| LU48845A1 (en) | 1965-08-17 |
| MY6900002A (en) | 1969-12-31 |
| NO116717B (en) | 1969-05-12 |
| FI43071B (en) | 1970-10-01 |
| FR1468715A (en) | 1967-02-10 |
| AT271428B (en) | 1969-06-10 |
| NL6507578A (en) | 1965-12-16 |
| AT271427B (en) | 1969-06-10 |
| IL23726A (en) | 1969-09-25 |
| FR5324M (en) | 1967-08-28 |
| BR6570006D0 (en) | 1973-09-18 |
| BE665459A (en) | 1965-12-15 |
| GB1079592A (en) | 1967-08-16 |
| CH471070A (en) | 1969-04-15 |
| AT271423B (en) | 1969-06-10 |
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