JPS5626847A - Preparation of substituted salicylic acid derivative - Google Patents
Preparation of substituted salicylic acid derivativeInfo
- Publication number
- JPS5626847A JPS5626847A JP10228479A JP10228479A JPS5626847A JP S5626847 A JPS5626847 A JP S5626847A JP 10228479 A JP10228479 A JP 10228479A JP 10228479 A JP10228479 A JP 10228479A JP S5626847 A JPS5626847 A JP S5626847A
- Authority
- JP
- Japan
- Prior art keywords
- compound
- formula
- preparation
- acid derivative
- salicylic acid
- 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.)
- Pending
Links
- 150000003872 salicylic acid derivatives Chemical class 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 9
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 abstract 2
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 abstract 2
- 238000006356 dehydrogenation reaction Methods 0.000 abstract 2
- BUUPQKDIAURBJP-UHFFFAOYSA-N sulfinic acid Chemical compound OS=O BUUPQKDIAURBJP-UHFFFAOYSA-N 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 239000000730 antalgic agent Substances 0.000 abstract 1
- 239000002260 anti-inflammatory agent Substances 0.000 abstract 1
- 230000003110 anti-inflammatory effect Effects 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- AWHNUHMUCGRKRA-UHFFFAOYSA-N benzylsulfonylmethylbenzene Chemical class C=1C=CC=CC=1CS(=O)(=O)CC1=CC=CC=C1 AWHNUHMUCGRKRA-UHFFFAOYSA-N 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 239000012954 diazonium Substances 0.000 abstract 1
- 150000001989 diazonium salts Chemical class 0.000 abstract 1
- 230000000694 effects Effects 0.000 abstract 1
- 238000004880 explosion Methods 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 238000002955 isolation Methods 0.000 abstract 1
- 239000002994 raw material Substances 0.000 abstract 1
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 abstract 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
PURPOSE: To obtain the titled compound, useful for anti-inflammatory and analgesic agents, efficiently and without danger of explosion, by removing sulfinic acid from an unsaturated ketoester derivative formed by the dehydrogenation of a compound as a raw material which is obtained from a benzyl sulfone derivative.
CONSTITUTION: The titled compound of formula I is obtained by removing sulfinic acid from a compound of formula V (X1 and X2 are Hs, or halogens; R is alkyl; Ar is aryl). The compound of formula V is obtained by dehydrogenation of a compound of formula IV, which is obtained by the rection of a compound of formula II with a compound of the formula CH2=CHCO2R in the presence of a base ( e.g. sodium methoxide or C2H5ONa), in the presence of a dehydrogenat ing agent (e.g. a high-energy quinone or Pd).
EFFECT: The reaction is carried out safely, since diazonium salts are not used. Isolation of the compound of formula III as an intermediate can improve the yield of the compound of formula IV.
COPYRIGHT: (C)1981,JPO&Japio
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP10228479A JPS5626847A (en) | 1979-08-13 | 1979-08-13 | Preparation of substituted salicylic acid derivative |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP10228479A JPS5626847A (en) | 1979-08-13 | 1979-08-13 | Preparation of substituted salicylic acid derivative |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS5626847A true JPS5626847A (en) | 1981-03-16 |
Family
ID=14323302
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP10228479A Pending JPS5626847A (en) | 1979-08-13 | 1979-08-13 | Preparation of substituted salicylic acid derivative |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5626847A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6984663B2 (en) | 2001-08-21 | 2006-01-10 | Merck Sharp & Dohme Limited | Cyclohexyl sulphones |
| US7101895B2 (en) | 2002-10-04 | 2006-09-05 | Merck Sharp & Dohme Limited | Cyclohexyl sulphone derivatives as gamma-secretase inhibitors |
| US7411004B2 (en) | 2001-04-05 | 2008-08-12 | Merck Sharp & Dohme Ltd. | Sulphones which modulate the action of gamma secretase |
| US7595344B2 (en) | 2001-04-05 | 2009-09-29 | Merck Sharp & Dohme Limited | Sulphones which modulate the action of gamma secretase |
-
1979
- 1979-08-13 JP JP10228479A patent/JPS5626847A/en active Pending
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7411004B2 (en) | 2001-04-05 | 2008-08-12 | Merck Sharp & Dohme Ltd. | Sulphones which modulate the action of gamma secretase |
| US7595344B2 (en) | 2001-04-05 | 2009-09-29 | Merck Sharp & Dohme Limited | Sulphones which modulate the action of gamma secretase |
| US7598386B2 (en) | 2001-04-05 | 2009-10-06 | Merck Sharp & Dohme Limited | Sulphones which modulate the action of gamma-secretase |
| US6984663B2 (en) | 2001-08-21 | 2006-01-10 | Merck Sharp & Dohme Limited | Cyclohexyl sulphones |
| US7304094B2 (en) | 2001-08-21 | 2007-12-04 | Merck Sharp + Dohme | Cyclohexyl sulphones |
| US7101895B2 (en) | 2002-10-04 | 2006-09-05 | Merck Sharp & Dohme Limited | Cyclohexyl sulphone derivatives as gamma-secretase inhibitors |
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