JPS56138175A - Alpha- 2-benzothiazolylthio -alpha-aryl group substituted alkanonitrile - Google Patents
Alpha- 2-benzothiazolylthio -alpha-aryl group substituted alkanonitrileInfo
- Publication number
- JPS56138175A JPS56138175A JP3895480A JP3895480A JPS56138175A JP S56138175 A JPS56138175 A JP S56138175A JP 3895480 A JP3895480 A JP 3895480A JP 3895480 A JP3895480 A JP 3895480A JP S56138175 A JPS56138175 A JP S56138175A
- Authority
- JP
- Japan
- Prior art keywords
- formula
- compound
- alpha
- benzothiazolylthio
- alkanonitrile
- 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
- 150000001875 compounds Chemical class 0.000 abstract 6
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- YXIWHUQXZSMYRE-UHFFFAOYSA-N 1,3-benzothiazole-2-thiol Chemical compound C1=CC=C2SC(S)=NC2=C1 YXIWHUQXZSMYRE-UHFFFAOYSA-N 0.000 abstract 2
- 125000003118 aryl group Chemical group 0.000 abstract 2
- 239000002585 base Substances 0.000 abstract 2
- YEMDVLPPYMWANN-UHFFFAOYSA-N 2-(1,3-benzothiazol-2-ylsulfanyl)-2-(3-benzoylphenyl)propanenitrile Chemical compound N=1C2=CC=CC=C2SC=1SC(C)(C#N)C(C=1)=CC=CC=1C(=O)C1=CC=CC=C1 YEMDVLPPYMWANN-UHFFFAOYSA-N 0.000 abstract 1
- XFXPMWWXUTWYJX-UHFFFAOYSA-N Cyanide Chemical compound N#[C-] XFXPMWWXUTWYJX-UHFFFAOYSA-N 0.000 abstract 1
- 229910005948 SO2Cl Inorganic materials 0.000 abstract 1
- 239000003513 alkali Substances 0.000 abstract 1
- 229940100198 alkylating agent Drugs 0.000 abstract 1
- 239000002168 alkylating agent Substances 0.000 abstract 1
- 230000000202 analgesic effect Effects 0.000 abstract 1
- 230000003110 anti-inflammatory effect Effects 0.000 abstract 1
- 230000001754 anti-pyretic effect Effects 0.000 abstract 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- YBBRCQOCSYXUOC-UHFFFAOYSA-N sulfuryl dichloride Chemical compound ClS(Cl)(=O)=O YBBRCQOCSYXUOC-UHFFFAOYSA-N 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
- Heterocyclic Compounds Containing Sulfur Atoms (AREA)
- Thiazole And Isothizaole Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
NEW MATERIAL:A compound of formula I (Ar is aromatic group; R is H or alkyl; R is O or carbonyl group).
EXAMPLE: α-(2-Benzothiazolylthio)-α-(m-benzoylphenyl)propionitrile.
USE: An intermediate for preparing a compound of formula II having an anti-inflammatory, an analgesic and antipyretic actions.
PROCESS: A compound of formula III is reacted with an alkali cyanide and a sulfonyl chloride of the formula R1SO2Cl (R1 is alkyl or aryl) to give a compound of formula IV, which is then reacted with 2-mercaptobenzothiazole in the presence of a base in an equimolar amount to afford the compound of formula I in which R is H. The resultant compound of formula I is then reacted with an alkylating agent in the presence of a base to give the compound of formula I in which R is alkyl.
COPYRIGHT: (C)1981,JPO&Japio
Priority Applications (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP3895480A JPS6043344B2 (en) | 1980-03-28 | 1980-03-28 | α-(2-benzothiazolylthio)-α-aryl group-substituted alkanonitrile |
| US06/169,193 US4340740A (en) | 1979-07-16 | 1980-07-15 | Alpha-thio-alpha-aryl-substituted alkanonitrile and process for preparing alpha-aryl-substituted alkanonitrile therefrom |
| DE8080302375T DE3065155D1 (en) | 1979-07-16 | 1980-07-15 | Alpha-thio-alpha-aryl-substituted alkanonitriles, process for their preparation, process for preparing alpha-aryl-substituted alkanonitriles and the corresponding carboxylic acids therefrom and process for preparing intermediates |
| EP80302375A EP0025262B1 (en) | 1979-07-16 | 1980-07-15 | Alpha-thio-alpha-aryl-substituted alkanonitriles, process for their preparation, process for preparing alpha-aryl-substituted alkanonitriles and the corresponding carboxylic acids therefrom and process for preparing intermediates |
| AT80302375T ATE4895T1 (en) | 1979-07-16 | 1980-07-15 | ALPHA-THIO-ALPHA-ARYL-SUBSTITUTED ALKANNITRILES, PROCESS FOR THEIR PREPARATION, PROCESS FOR THE PREPARATION OF ALPHA-ARYL-SUBSTITUTED ALKONENITRILES AND THEIR CORRESPONDING CARBONIC ACIDS, AND PROCESS FOR THE PREPARATION OF INTERMEDIATE PRODUCTS. |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP3895480A JPS6043344B2 (en) | 1980-03-28 | 1980-03-28 | α-(2-benzothiazolylthio)-α-aryl group-substituted alkanonitrile |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS56138175A true JPS56138175A (en) | 1981-10-28 |
| JPS6043344B2 JPS6043344B2 (en) | 1985-09-27 |
Family
ID=12539580
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP3895480A Expired JPS6043344B2 (en) | 1979-07-16 | 1980-03-28 | α-(2-benzothiazolylthio)-α-aryl group-substituted alkanonitrile |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS6043344B2 (en) |
-
1980
- 1980-03-28 JP JP3895480A patent/JPS6043344B2/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| JPS6043344B2 (en) | 1985-09-27 |
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