ES2665312T3 - Cristal de 4-(3 -benciloxifeniltio) - 2-cloro-1-(3 -nitropropil)benceno - Google Patents
Cristal de 4-(3 -benciloxifeniltio) - 2-cloro-1-(3 -nitropropil)benceno Download PDFInfo
- Publication number
- ES2665312T3 ES2665312T3 ES13778567.1T ES13778567T ES2665312T3 ES 2665312 T3 ES2665312 T3 ES 2665312T3 ES 13778567 T ES13778567 T ES 13778567T ES 2665312 T3 ES2665312 T3 ES 2665312T3
- Authority
- ES
- Spain
- Prior art keywords
- benzyloxyphenylthio
- nitropropyl
- chloro
- ethanol
- methanol
- 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.)
- Active
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
- C07C323/10—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and singly-bound oxygen atoms bound to the same carbon skeleton
- C07C323/18—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and singly-bound oxygen atoms bound to the same carbon skeleton having the sulfur atom of at least one of the thio groups bound to a carbon atom of a six-membered aromatic ring of the carbon skeleton
- C07C323/20—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and singly-bound oxygen atoms bound to the same carbon skeleton having the sulfur atom of at least one of the thio groups bound to a carbon atom of a six-membered aromatic ring of the carbon skeleton with singly-bound oxygen atoms bound to carbon atoms of the same non-condensed six-membered aromatic ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C319/00—Preparation of thiols, sulfides, hydropolysulfides or polysulfides
- C07C319/26—Separation; Purification; Stabilisation; Use of additives
- C07C319/28—Separation; Purification
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B2200/00—Indexing scheme relating to specific properties of organic compounds
- C07B2200/13—Crystalline forms, e.g. polymorphs
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Un cristal de 4-(3 -benciloxifeniltio) - 2-cloro-1-(3 -nitropropil)benceno, en donde, en una difracción de rayos X de polvo que utiliza radiación Cukα, donde 2θ representa un ángulo de difracción, se observa una imagen de difracción de rayos X de polvo que contiene los siguientes picos: 2θ: 9.7, 12.9, 16.4, 16.8, 17.6, 19.5, 21.7, 22.6, 22.9, 23.3, 24.5, 24.8, 26.0, 26.4, 27.2.
Description
para disolver el compuesto 1 y a continuación se enfrió a -20ºC, y se añadió metanol (0,20 ml). Después de confirmar que la cristalización tuvo lugar (-20ºC), la mezcla se calentó a 28ºC para disolver parte de los cristales (parte de los cristales permanecieron sin disolver). Se añadió metanol (0,70 ml) a la mezcla resultante a 27ºC, y a continuación se añadió agua (0,50 ml) a 27ºC. Después de que se enfriara la mezcla a 0ºC, los cristales recogidos
5 mediante filtración y secados para obtener el compuesto 1 (90,4 mg) en un rendimiento del 86,9%.
El mismo procedimiento se realizó para el Ciclo 1 y el Ciclo 3 al 16. Sin embargo, únicamente en el Ciclo 16, se añadieron los cristales simientes (peso no medido) junto con la adición de metanol.
Los resultados se muestran en la TABLA 1. En la TABLA 1, IPE hace referencia a éter diisopropílico, e IPA hace referencia a 2-propanol.
10 [TABLA 1]
- Ciclo
- CANTIDAD DE COMPUESTO 1 UTILIZADO DISOLVENTE A (CANTIDAD UTILIZADA) DISOLVENTE B (CANTIDAD UTILIZADA) DISOLVENTE C (CANTIDAD UTILIZADA) DISOLVENTE D (CANTIDAD UTILIZADA) TEMPERATURA DE CRISTALIZACIÓN a) (TEMPERATURADE FILTRACIÓN) RECUPERACIÓN PUNTO DE FUSIÓN (MÉTODO DE LA PLACA CALIENTE)
- 1
- 103 mg IPE (0,50 ml) METANOL (0,20 ml) METANOL (0,30 ml) ___ -20ºC (-18ºC) 66,5% 46º~47ºC
- 2
- 104 mg IPE (0,50 ml) METANOL (0,30 ml) METANOL (0,70 ml) AGUA (0,50 ml) -20ºC (0ºC) 89,9% 46º~47ºC
- 3
- 113 mg IPE (0,50 ml) ETANOL (0,20 ml) ___ ___ -15ºC (-15ºC) 61,9% 46º~47ºC
- 4
- 106 mg IPE (0,50 ml) ETANOL (0,20 ml) ___ ___ -10ºC (-10ºC) 71,7% 46º~47ºC
- 5
- 102 mg IPE (0,50 ml) ETANOL (0,20 ml) ___ ___ -21ºC (-21ºC) 68,6% 46º~47ºC
- 6
- 100 mg IPE (0,50 ml) ETANOL (0,50 ml) ___ ___ -20ºC (-20ºC) 76,0% 46º~47ºC
- 7
- 116 mg IPE (0,23 ml) ETANOL (0,23 ml) ETANOL (0,46 ml) ___ -20ºC (-20ºC) 77,6% 46º~47ºC
- 8
- 107 mg IPE (0,50 ml) ETANOL (0,15 ml) ETANOL (0,25 ml) AGUA (0,10 ml) -20ºC (-20ºC) 80,4% 46º~47ºC
- 9
- 102 mg IPE (0,40 ml) ETANOL (0,30 ml) ETANOL (0,50 ml) AGUA (0,40 ml) -19ºC (-19ºC) 81,4% 46º~47ºC
- 10
- 112 mg Acetato de etilo (0,20 ml) METANOL (0,10 ml) METANOL (0,90 ml) ___ -21ºC (-21ºC) 83,9% 46º~48ºC
- 11
- 102 mg Acetato de etilo (0,20 ml) METANOL (0,40 ml) METANOL (0,60 ml) AGUA (0,50 ml) -16ºC (0ºC) 88,4% 47ºC
- 12
- 112 mg Acetato de etilo (0,20 ml) ETANOL (0,20 ml) ETANOL (0,80 ml) ___ -20ºC (-20ºC) 83,9% 46º~47ºC
- 13
- 107 mg Acetato de etilo 1-Propanol (0,60 ml) 1-Propanol (0,40 ml) ___ -21ºC (-21ºC) 75,7% 46º~47ºC
7
Claims (1)
-
imagen1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2012094758 | 2012-04-18 | ||
| JP2012094758 | 2012-04-18 | ||
| PCT/JP2013/002585 WO2013157255A1 (ja) | 2012-04-18 | 2013-04-17 | ４－（３－ベンジルオキシフェニルチオ）－２－クロロ－1－（３－ニトロプロピル）ベンゼンの結晶 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2665312T3 true ES2665312T3 (es) | 2018-04-25 |
Family
ID=49383225
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES13778567.1T Active ES2665312T3 (es) | 2012-04-18 | 2013-04-17 | Cristal de 4-(3 -benciloxifeniltio) - 2-cloro-1-(3 -nitropropil)benceno |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US9315453B2 (es) |
| EP (1) | EP2840079B1 (es) |
| JP (1) | JP6062424B2 (es) |
| KR (1) | KR102025962B1 (es) |
| CN (1) | CN104379562B (es) |
| AU (1) | AU2013250625A1 (es) |
| CA (1) | CA2868252A1 (es) |
| ES (1) | ES2665312T3 (es) |
| IN (1) | IN2014DN07856A (es) |
| MX (1) | MX2014012435A (es) |
| RU (1) | RU2014146161A (es) |
| TW (1) | TWI554493B (es) |
| WO (1) | WO2013157255A1 (es) |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA2461212C (en) * | 2001-09-27 | 2010-08-17 | Kyorin Pharmaceutical Co., Ltd. | Diaryl sulfide derivatives, salts thereof and immunosuppressive agents using the same |
| EP1806338B1 (en) * | 2004-10-12 | 2016-01-20 | Kyorin Pharmaceutical Co., Ltd. | Process for producing 2-amino-2-[2-[4-(3-benzyloxy-phenylthio)-2-chlorophenyl[ethyl]-1,3-propanediol hydrochloride and hydrates thereof. and intermediates the production thereof |
| CA2718987C (en) * | 2008-03-24 | 2016-03-08 | Kyorin Pharmaceutical Co., Ltd. | Method for crystallization of 2-amino-2-[2-[4-(3-benzyloxyphenylthio)-2-chlorophenyl]-ethyl]-1,3-propanediol hydrochloride |
-
2013
- 2013-04-17 WO PCT/JP2013/002585 patent/WO2013157255A1/ja not_active Ceased
- 2013-04-17 RU RU2014146161A patent/RU2014146161A/ru not_active Application Discontinuation
- 2013-04-17 IN IN7856DEN2014 patent/IN2014DN07856A/en unknown
- 2013-04-17 AU AU2013250625A patent/AU2013250625A1/en not_active Abandoned
- 2013-04-17 KR KR1020147028697A patent/KR102025962B1/ko not_active Expired - Fee Related
- 2013-04-17 CN CN201380020506.2A patent/CN104379562B/zh not_active Expired - Fee Related
- 2013-04-17 EP EP13778567.1A patent/EP2840079B1/en not_active Not-in-force
- 2013-04-17 ES ES13778567.1T patent/ES2665312T3/es active Active
- 2013-04-17 MX MX2014012435A patent/MX2014012435A/es unknown
- 2013-04-17 TW TW102113612A patent/TWI554493B/zh not_active IP Right Cessation
- 2013-04-17 CA CA2868252A patent/CA2868252A1/en not_active Abandoned
- 2013-04-17 JP JP2014511108A patent/JP6062424B2/ja not_active Expired - Fee Related
- 2013-04-17 US US14/385,854 patent/US9315453B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| US9315453B2 (en) | 2016-04-19 |
| CN104379562A (zh) | 2015-02-25 |
| KR102025962B1 (ko) | 2019-09-26 |
| CA2868252A1 (en) | 2013-10-24 |
| IN2014DN07856A (en) | 2015-04-24 |
| CN104379562B (zh) | 2016-06-01 |
| AU2013250625A1 (en) | 2014-10-09 |
| TWI554493B (zh) | 2016-10-21 |
| RU2014146161A (ru) | 2016-06-10 |
| US20150073178A1 (en) | 2015-03-12 |
| EP2840079A4 (en) | 2015-11-18 |
| JPWO2013157255A1 (ja) | 2015-12-21 |
| EP2840079A1 (en) | 2015-02-25 |
| EP2840079B1 (en) | 2018-02-21 |
| MX2014012435A (es) | 2014-12-10 |
| KR20150002665A (ko) | 2015-01-07 |
| WO2013157255A1 (ja) | 2013-10-24 |
| TW201348188A (zh) | 2013-12-01 |
| JP6062424B2 (ja) | 2017-01-18 |
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