JP2016540774A5 - - Google Patents
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- Publication number
- JP2016540774A5 JP2016540774A5 JP2016536713A JP2016536713A JP2016540774A5 JP 2016540774 A5 JP2016540774 A5 JP 2016540774A5 JP 2016536713 A JP2016536713 A JP 2016536713A JP 2016536713 A JP2016536713 A JP 2016536713A JP 2016540774 A5 JP2016540774 A5 JP 2016540774A5
- Authority
- JP
- Japan
- Prior art keywords
- alkylamine
- adamantane
- base
- reaction mixture
- amide
- 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.)
- Granted
Links
- 238000000034 method Methods 0.000 claims 15
- -1 adamantane amide Chemical class 0.000 claims 6
- 150000003973 alkyl amines Chemical class 0.000 claims 6
- ORILYTVJVMAKLC-UHFFFAOYSA-N Adamantane Natural products C1C(C2)CC3CC1CC2C3 ORILYTVJVMAKLC-UHFFFAOYSA-N 0.000 claims 5
- MIBQYWIOHFTKHD-UHFFFAOYSA-N adamantane-1-carbonyl chloride Chemical compound C1C(C2)CC3CC2CC1(C(=O)Cl)C3 MIBQYWIOHFTKHD-UHFFFAOYSA-N 0.000 claims 4
- 239000002585 base Substances 0.000 claims 4
- 229910052739 hydrogen Inorganic materials 0.000 claims 4
- 239000001257 hydrogen Substances 0.000 claims 4
- 239000011541 reaction mixture Substances 0.000 claims 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical group [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims 3
- 125000000217 alkyl group Chemical group 0.000 claims 3
- 239000003637 basic solution Substances 0.000 claims 2
- 239000012455 biphasic mixture Substances 0.000 claims 2
- 150000001875 compounds Chemical class 0.000 claims 2
- 239000000203 mixture Substances 0.000 claims 2
- CKBZJTAMRPPVSR-UHFFFAOYSA-N adamantane-1-carboxamide Chemical compound C1C(C2)CC3CC2CC1(C(=O)N)C3 CKBZJTAMRPPVSR-UHFFFAOYSA-N 0.000 claims 1
- JIMXXGFJRDUSRO-UHFFFAOYSA-N adamantane-1-carboxylic acid Chemical compound C1C(C2)CC3CC2CC1(C(=O)O)C3 JIMXXGFJRDUSRO-UHFFFAOYSA-N 0.000 claims 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 claims 1
- 239000007864 aqueous solution Substances 0.000 claims 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 claims 1
- 238000001816 cooling Methods 0.000 claims 1
- 125000004122 cyclic group Chemical group 0.000 claims 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 238000010438 heat treatment Methods 0.000 claims 1
- 150000002431 hydrogen Chemical group 0.000 claims 1
- 150000007529 inorganic bases Chemical class 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 238000004064 recycling Methods 0.000 claims 1
- 239000007787 solid Substances 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP13196213 | 2013-12-09 | ||
| EP13196213.6 | 2013-12-09 | ||
| PCT/EP2014/076583 WO2015086428A1 (en) | 2013-12-09 | 2014-12-04 | Process of making adamantanamides |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2016540774A JP2016540774A (ja) | 2016-12-28 |
| JP2016540774A5 true JP2016540774A5 (enExample) | 2018-11-01 |
| JP6434980B2 JP6434980B2 (ja) | 2018-12-05 |
Family
ID=49766905
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2016536713A Active JP6434980B2 (ja) | 2013-12-09 | 2014-12-04 | アダマンタンアミド製造方法 |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US9840466B2 (enExample) |
| EP (1) | EP3080086B1 (enExample) |
| JP (1) | JP6434980B2 (enExample) |
| CN (1) | CN105829284B (enExample) |
| CA (1) | CA2930085C (enExample) |
| EA (1) | EA031458B1 (enExample) |
| MX (1) | MX360957B (enExample) |
| WO (1) | WO2015086428A1 (enExample) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2017080758A1 (en) * | 2015-11-10 | 2017-05-18 | Unilever Plc | Cyclocarboxylic acid containing personal care compositions |
| US10106482B2 (en) * | 2016-03-17 | 2018-10-23 | Saudi Arabian Oil Company | Synthesis of magnesium adamantane salts and magnesium oxide nanocomposites, and systems and methods including the salts or the nanocomposites |
| US10252245B2 (en) | 2016-03-17 | 2019-04-09 | Saudi Arabian Oil Company | High temperature layered mixed-metal oxide materials with enhanced stability |
| US10087355B2 (en) | 2016-03-17 | 2018-10-02 | Saudi Arabian Oil Company | Oil-based drilling fluids containing an alkaline-earth diamondoid compound as rheology modifier |
| KR102146239B1 (ko) * | 2016-03-17 | 2020-08-21 | 사우디 아라비안 오일 컴퍼니 | 전이금속 아다만탄 카복실레이트염 및 산화물 나노복합체의 합성 |
| US10138199B2 (en) | 2016-03-17 | 2018-11-27 | Saudi Arabian Oil Company | High aspect ratio layered double hydroxide materials and methods for preparation thereof |
| US10875092B2 (en) | 2017-05-19 | 2020-12-29 | Saudi Arabian Oil Company | Methods for preparing mixed-metal oxide diamondoid nanocomposites and catalytic systems including the nanocomposites |
| JP2020520880A (ja) | 2017-05-19 | 2020-07-16 | サウジ アラビアン オイル カンパニーＳａｕｄｉ Ａｒａｂｉａｎ Ｏｉｌ Ｃｏｍｐａｎｙ | 遷移金属アダマンタン塩および酸化物ナノ複合体の合成 |
Family Cites Families (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3352912A (en) * | 1963-07-24 | 1967-11-14 | Du Pont | Adamantanes and tricyclo[4. 3. 1. 1 3.8] undecanes |
| US3953596A (en) * | 1973-06-14 | 1976-04-27 | Ici United States Inc. | 8-Oxa-3-azabicyclo(3.2.1)octane analgesic compositions and method of alleviating pain in animals |
| US4956481A (en) | 1988-10-21 | 1990-09-11 | International Flavors & Fragrances Inc. | Adamantane derivatives, compositions of matter containing same, processes for preparing said adamantane derivatives and said compositions, and organoleptic and deodorancy uses of said adamantane derivatives and said compositions |
| JP2612645B2 (ja) | 1991-04-05 | 1997-05-21 | 東洋インキ製造株式会社 | カルボン酸アミド化合物の製造方法 |
| EP1615667A2 (en) | 2003-04-11 | 2006-01-18 | Novo Nordisk A/S | Combinations of an 11-beta-hydroxysteroid dehydrogenase type 1 inhibitor and a glucocorticoid receptor agonist |
| WO2004089416A2 (en) | 2003-04-11 | 2004-10-21 | Novo Nordisk A/S | Combination of an 11beta-hydroxysteroid dehydrogenase type 1 inhibitor and an antihypertensive agent |
| US20060057083A1 (en) | 2004-09-09 | 2006-03-16 | Estelle Mathonneau | Cosmetic composition comprising at least one diamantoid to improve the mechanical properties of some materials |
| GB0506133D0 (en) * | 2005-03-24 | 2005-05-04 | Sterix Ltd | Compound |
| US20060251597A1 (en) | 2005-05-04 | 2006-11-09 | Yu Ruey J | Anti-odor compositions and therapeutic use |
| JP2009513611A (ja) | 2005-11-01 | 2009-04-02 | ハイ ポイント ファーマシューティカルズ，リミティド ライアビリティ カンパニー | 置換アミドの医薬用途 |
| WO2008054144A1 (en) | 2006-11-03 | 2008-05-08 | Amorepacific Corporation | Skin external composition containing cathepsin g inhibitors for preventing skin aging and the screening method for development of antiaging materials |
| DE102007055265A1 (de) | 2007-11-20 | 2009-05-28 | Clariant International Ltd. | Verfahren zur Herstellung von Acylglycinaten |
| MY144409A (en) | 2009-04-09 | 2011-09-15 | Malaysian Palm Oil Board | A method of producing derivatives of azelaic acid |
-
2014
- 2014-12-04 US US15/038,754 patent/US9840466B2/en active Active
- 2014-12-04 CA CA2930085A patent/CA2930085C/en active Active
- 2014-12-04 CN CN201480066979.0A patent/CN105829284B/zh active Active
- 2014-12-04 WO PCT/EP2014/076583 patent/WO2015086428A1/en not_active Ceased
- 2014-12-04 JP JP2016536713A patent/JP6434980B2/ja active Active
- 2014-12-04 EA EA201690696A patent/EA031458B1/ru not_active IP Right Cessation
- 2014-12-04 EP EP14809812.2A patent/EP3080086B1/en active Active
- 2014-12-04 MX MX2016006540A patent/MX360957B/es active IP Right Grant
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