JP2001206881A5 - - Google Patents
Download PDFInfo
- Publication number
- JP2001206881A5 JP2001206881A5 JP2000372224A JP2000372224A JP2001206881A5 JP 2001206881 A5 JP2001206881 A5 JP 2001206881A5 JP 2000372224 A JP2000372224 A JP 2000372224A JP 2000372224 A JP2000372224 A JP 2000372224A JP 2001206881 A5 JP2001206881 A5 JP 2001206881A5
- Authority
- JP
- Japan
- Prior art keywords
- carboxyphthalide
- acid
- isolated
- formaldehyde
- formula
- 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 description 23
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 15
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 10
- QTWUWCFGWYYRRL-UHFFFAOYSA-N 1-oxo-3h-2-benzofuran-5-carboxylic acid Chemical compound OC(=O)C1=CC=C2C(=O)OCC2=C1 QTWUWCFGWYYRRL-UHFFFAOYSA-N 0.000 description 7
- 239000002585 base Substances 0.000 description 6
- HIFJUMGIHIZEPX-UHFFFAOYSA-N sulfuric acid;sulfur trioxide Chemical compound O=S(=O)=O.OS(O)(=O)=O HIFJUMGIHIZEPX-UHFFFAOYSA-N 0.000 description 5
- BGJSXRVXTHVRSN-UHFFFAOYSA-N 1,3,5-trioxane Chemical compound C1OCOCO1 BGJSXRVXTHVRSN-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical group [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- 150000001340 alkali metals Chemical class 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 230000003472 neutralizing effect Effects 0.000 description 2
- 239000002243 precursor Substances 0.000 description 2
- 230000002194 synthesizing effect Effects 0.000 description 2
- WSEQXVZVJXJVFP-HXUWFJFHSA-N (R)-citalopram Chemical compound C1([C@@]2(C3=CC=C(C=C3CO2)C#N)CCCN(C)C)=CC=C(F)C=C1 WSEQXVZVJXJVFP-HXUWFJFHSA-N 0.000 description 1
- 229930040373 Paraformaldehyde Natural products 0.000 description 1
- 229960000583 acetic acid Drugs 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 229960001653 citalopram Drugs 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- 229920002866 paraformaldehyde Polymers 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 159000000000 sodium salts Chemical group 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT2000MI000050A IT1317729B1 (it) | 2000-01-18 | 2000-01-18 | Procedimento per la preparazione della 5-carbossiftalide. |
| IT2000A000050 | 2000-01-18 | ||
| US09/690,301 US6458973B1 (en) | 2000-01-18 | 2000-10-17 | Process for the preparation of 5-carboxyphthalide |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2001206881A JP2001206881A (ja) | 2001-07-31 |
| JP2001206881A5 true JP2001206881A5 (enExample) | 2010-01-21 |
| JP4558182B2 JP4558182B2 (ja) | 2010-10-06 |
Family
ID=26332721
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2000372224A Expired - Lifetime JP4558182B2 (ja) | 2000-01-18 | 2000-12-07 | ５−カルボキシフタライドの製造法 |
Country Status (21)
| Country | Link |
|---|---|
| US (4) | US6458973B1 (enExample) |
| EP (2) | EP1118614B2 (enExample) |
| JP (1) | JP4558182B2 (enExample) |
| CN (1) | CN1184220C (enExample) |
| AT (1) | ATE219489T1 (enExample) |
| AU (1) | AU779581B2 (enExample) |
| BG (1) | BG65763B1 (enExample) |
| BR (1) | BR0107853A (enExample) |
| CA (1) | CA2397497C (enExample) |
| DE (1) | DE60000226T3 (enExample) |
| DK (1) | DK1118614T4 (enExample) |
| ES (1) | ES2178626T5 (enExample) |
| HK (1) | HK1042290B (enExample) |
| HU (1) | HUP0204187A3 (enExample) |
| IT (1) | IT1317729B1 (enExample) |
| MX (1) | MXPA02007031A (enExample) |
| PL (1) | PL356563A1 (enExample) |
| PT (1) | PT1118614E (enExample) |
| RO (1) | RO121737B1 (enExample) |
| WO (1) | WO2001053284A1 (enExample) |
| ZA (1) | ZA200205475B (enExample) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AR026063A1 (es) * | 1999-11-01 | 2002-12-26 | Lundbeck & Co As H | Metodo para la preparacion de 5-carboxiftalida. |
| NL1017417C1 (nl) | 2000-03-03 | 2001-03-16 | Lundbeck & Co As H | Werkwijze voor de bereiding van Citalopram. |
| GB0005477D0 (en) | 2000-03-07 | 2000-04-26 | Resolution Chemicals Limited | Process for the preparation of citalopram |
| CZ20023100A3 (cs) * | 2000-03-13 | 2003-02-12 | H. Lundbeck A/S | Způsob výroby citalopramu |
| AR032455A1 (es) | 2000-05-12 | 2003-11-12 | Lundbeck & Co As H | Metodo para la preparacion de citalopram, un intermediario empleado en el metodo, un metodo para la preparacion del intermediario empleado en el metodo y composicion farmaceutica antidepresiva |
| CN101362743A (zh) * | 2003-03-21 | 2009-02-11 | H.隆德贝克有限公司 | 用于制备西酞普兰和依他普仑的中间体 |
| TR200504022T1 (tr) * | 2003-03-24 | 2006-08-21 | Hetero Drugs Limited | (S)-sitalopram oksalatın yeni sıvı kristal formları. |
| CN100569765C (zh) | 2003-12-19 | 2009-12-16 | 杭州民生药业集团有限公司 | 西酞普兰中间体晶体碱 |
| WO2006090409A1 (en) * | 2005-02-28 | 2006-08-31 | Kekule Pharma Ltd., | An improved process for the preparation of 5 - carboxyphthalide |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3607884A (en) * | 1969-03-11 | 1971-09-21 | Mobil Oil Corp | Preparation of 5-carboxyphthalide in liquid sodium trioxide |
| US3976751A (en) † | 1974-10-21 | 1976-08-24 | Allied Chemical Corporation | Stabilization of liquid sulfur trioxide |
| DE2630927A1 (de) | 1976-07-09 | 1978-01-19 | Basf Ag | Verfahren zur herstellung von phthalidcarbonsaeure-(5) |
| DE3605716A1 (de) | 1986-02-22 | 1987-09-03 | Henkel Kgaa | Verwendung von unloeslichen schmutzsammlern zur regenerierung von wasch- und reinigungsloesungen |
| TR200000066T2 (tr) * | 1997-07-08 | 2000-11-21 | H. Lundbeck A/S | Sitalopram hazırlanması için yöntem. |
| PL199423B1 (pl) * | 1998-10-20 | 2008-09-30 | Lundbeck & Co As H | Sposób wytwarzania citalopramu |
| AU1130901A (en) | 1999-11-01 | 2001-05-14 | H. Lundbeck A/S | Method for the preparation of 5-carboxyphthalide |
| AR026063A1 (es) | 1999-11-01 | 2002-12-26 | Lundbeck & Co As H | Metodo para la preparacion de 5-carboxiftalida. |
| GB0005477D0 (en) | 2000-03-07 | 2000-04-26 | Resolution Chemicals Limited | Process for the preparation of citalopram |
-
2000
- 2000-01-18 IT IT2000MI000050A patent/IT1317729B1/it active
- 2000-10-17 EP EP00203602A patent/EP1118614B2/en not_active Expired - Lifetime
- 2000-10-17 US US09/690,301 patent/US6458973B1/en not_active Expired - Fee Related
- 2000-10-17 PT PT00203602T patent/PT1118614E/pt unknown
- 2000-10-17 DK DK00203602.8T patent/DK1118614T4/da active
- 2000-10-17 AT AT00203602T patent/ATE219489T1/de not_active IP Right Cessation
- 2000-10-17 ES ES00203602T patent/ES2178626T5/es not_active Expired - Lifetime
- 2000-10-17 DE DE60000226T patent/DE60000226T3/de not_active Expired - Lifetime
- 2000-12-07 JP JP2000372224A patent/JP4558182B2/ja not_active Expired - Lifetime
-
2001
- 2001-01-17 HU HU0204187A patent/HUP0204187A3/hu unknown
- 2001-01-17 MX MXPA02007031A patent/MXPA02007031A/es active IP Right Grant
- 2001-01-17 EP EP01901181A patent/EP1187822A1/en not_active Withdrawn
- 2001-01-17 BR BR0107853-4A patent/BR0107853A/pt not_active Application Discontinuation
- 2001-01-17 PL PL01356563A patent/PL356563A1/xx not_active IP Right Cessation
- 2001-01-17 RO ROA200200989A patent/RO121737B1/ro unknown
- 2001-01-17 WO PCT/EP2001/000617 patent/WO2001053284A1/en not_active Ceased
- 2001-01-17 AU AU26798/01A patent/AU779581B2/en not_active Revoked
- 2001-01-17 CN CNB018038484A patent/CN1184220C/zh not_active Expired - Lifetime
- 2001-01-17 CA CA2397497A patent/CA2397497C/en not_active Expired - Fee Related
-
2002
- 2002-01-25 HK HK02100631.3A patent/HK1042290B/en not_active IP Right Cessation
- 2002-07-09 ZA ZA200205475A patent/ZA200205475B/xx unknown
- 2002-07-16 BG BG106925A patent/BG65763B1/bg unknown
- 2002-08-23 US US10/227,038 patent/US6703516B2/en not_active Expired - Fee Related
-
2004
- 2004-03-08 US US10/796,336 patent/US20040171851A1/en not_active Abandoned
-
2007
- 2007-10-22 US US11/975,842 patent/US20080249319A1/en not_active Abandoned
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US2802005A (en) | S-eluorourace | |
| JP2005511546A5 (enExample) | ||
| CA2397497A1 (en) | Process for the preparation of 5-carboxyphthalide and its use for the production of citalopram | |
| JP2003252862A (ja) | ４，５−ジアミノ−１−（２’−ヒドロキシエチル）ピラゾール及びその酸付加塩の製造方法 | |
| CN104114548A (zh) | (5-氟-2-甲基-3-喹啉-2-基甲基-吲哚-1-基)-乙酸酯的制备方法 | |
| JP2975455B2 (ja) | アラントインの製造方法 | |
| CN116462613A (zh) | 一种3-烯丙氧基-2-羟基丙磺酸钠的合成方法 | |
| RU2006102956A (ru) | Моногидрат 7-карбоксиметилокси-3',4' 5-триметоксифлавона, способ его получения и применения | |
| US4614822A (en) | Catalytic oxidation of 3,3-dimethyl-2-hydroxybutyric acid to 2-oxo acid and preparation of 4-amino-6-tert.-butyl-3-thio-1,2,4-triazine-5(4-H)-one | |
| JP3027227B2 (ja) | ジメチロールヒダントイン化合物の製造方法 | |
| JPH0761993B2 (ja) | アジドスルホニル安息香酸の製造法 | |
| JPS6261025B2 (enExample) | ||
| JP2825879B2 (ja) | 新規なハロゲン化トリフルオロメチルベンゼン | |
| JPS6038361A (ja) | ３−アロイルハロゲン化ピロ−ルおよびその製造法 | |
| US4226994A (en) | Process for making 4-methyl-4,5-dihydrotetrazolo [1,5-a] quinazolin-5-one | |
| JP4139981B2 (ja) | グリオキザール樹脂の製造方法 | |
| JPS6150934B2 (enExample) | ||
| US5120879A (en) | Reaction of hypochlorites with polyoxypropylene glycols | |
| JPH1087630A5 (enExample) | ||
| KR910000660B1 (ko) | 1.3-디메칠-4-(2.4-디클로로 벤조일)-5-피라졸릴 4-톨루엔 술포네이트의 제조방법 | |
| NO148489B (no) | Analogifremgangsmaate til fremstilling av terapeutiske aktive nye azatetracykler | |
| CN103709025B (zh) | 一种2,2-二羟甲基烷酸的制备方法 | |
| JPWO2001012580A1 (ja) | ５−［（４−クロロフェニル）メチル］−２，２−ジメチルシクロペンタノンの製造方法 | |
| KR20240121004A (ko) | 일라프라졸의 신규한 제조방법 | |
| JPS6356230B2 (enExample) |