JPS54109969A - Novel method of preparing thiazole derivative - Google Patents
Novel method of preparing thiazole derivativeInfo
- Publication number
- JPS54109969A JPS54109969A JP1612778A JP1612778A JPS54109969A JP S54109969 A JPS54109969 A JP S54109969A JP 1612778 A JP1612778 A JP 1612778A JP 1612778 A JP1612778 A JP 1612778A JP S54109969 A JPS54109969 A JP S54109969A
- Authority
- JP
- Japan
- Prior art keywords
- formula
- compound
- novel
- halogenoethylisothiocyanate
- alkoxy
- 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
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/08—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D277/12—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D277/14—Oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/08—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D277/12—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D277/16—Sulfur atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D277/34—Oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D277/36—Sulfur atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D277/38—Nitrogen atoms
- C07D277/42—Amino or imino radicals substituted by hydrocarbon or substituted hydrocarbon radicals
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Thiazole And Isothizaole Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
PURPOSE: Thiazole derivatives having a substituent in the 2-position useful for preparation of an anti-inflammatory agent and others are derived from a novel compound of 1-alkoxy-2-halogenoethylisothiocyanate in high yield.
CONSTITUTION: The reaction of novel 1-alkoxy-2-halogenoethylisothiocyanate of formula I (X is halogen; R is alkyl) with a compound of formula II (R' is alkyl, phenyl, substituted phenyl; A is O, S, imino, alkylimino) is effected in the presence of an acid acceptor, preferably sodium hydride or potassium carbonate to give a diazoline derivative of formula III. Then the dealcoholation of the product is conducted in the presence of a catalyst amount of an acid to produce said thiazole derivative of formula IV. These procedures may be continuously carried out. The novel compound of formula I is prepared by introducing an isothiocyanate group into a compound of formula V (Y is halogen).
COPYRIGHT: (C)1979,JPO&Japio
Priority Applications (9)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP1612778A JPS54109969A (en) | 1978-02-14 | 1978-02-14 | Novel method of preparing thiazole derivative |
CA000320315A CA1116609A (en) | 1978-02-14 | 1979-01-26 | Process for preparing thiazole derivatives |
SE7901250A SE437987B (en) | 1978-02-14 | 1979-02-13 | NEW PROCEDURE FOR THE PREPARATION OF TIAZOLD DERIVATIVES |
DK60979A DK60979A (en) | 1978-02-14 | 1979-02-13 | PROCEDURE FOR THE PREPARATION OF THIAZOLE DERIVATIVES |
ES477646A ES477646A1 (en) | 1978-02-14 | 1979-02-13 | Novel method of preparing thiazole derivative |
IT20146/79A IT1113001B (en) | 1978-02-14 | 1979-02-13 | PROCEDURE FOR THE PREPARATION OF THIAZOL DERIVATIVES, PARTICULARLY USEFUL AS MEDICATIONS |
AR275509A AR221715A1 (en) | 1978-02-14 | 1979-02-14 | PROCESS FOR THE PREPARATION OF TIAZOLE DERIVATIVES |
ZA79673A ZA79673B (en) | 1978-02-14 | 1979-02-14 | Novel process for preparing thiazole derivatives |
CH142679A CH639963A5 (en) | 1978-02-14 | 1979-02-14 | Process for the preparation of thiazole derivatives |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP1612778A JPS54109969A (en) | 1978-02-14 | 1978-02-14 | Novel method of preparing thiazole derivative |
Related Child Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP8834985A Division JPS60260556A (en) | 1985-04-23 | 1985-04-23 | Synthetic intermediate for thiazole derivative |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS54109969A true JPS54109969A (en) | 1979-08-29 |
JPS6229432B2 JPS6229432B2 (en) | 1987-06-25 |
Family
ID=11907826
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP1612778A Granted JPS54109969A (en) | 1978-02-14 | 1978-02-14 | Novel method of preparing thiazole derivative |
Country Status (9)
Country | Link |
---|---|
JP (1) | JPS54109969A (en) |
AR (1) | AR221715A1 (en) |
CA (1) | CA1116609A (en) |
CH (1) | CH639963A5 (en) |
DK (1) | DK60979A (en) |
ES (1) | ES477646A1 (en) |
IT (1) | IT1113001B (en) |
SE (1) | SE437987B (en) |
ZA (1) | ZA79673B (en) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3708201A1 (en) * | 1987-03-13 | 1988-09-22 | Bayer Ag | NEW THIAZOLYL ETHER AND THIOETHER DERIVATIVES |
DE19548417A1 (en) * | 1995-12-22 | 1997-06-26 | Bayer Ag | Process for the preparation of 2-chloro-5-chloromethylthiazole |
-
1978
- 1978-02-14 JP JP1612778A patent/JPS54109969A/en active Granted
-
1979
- 1979-01-26 CA CA000320315A patent/CA1116609A/en not_active Expired
- 1979-02-13 ES ES477646A patent/ES477646A1/en not_active Expired
- 1979-02-13 IT IT20146/79A patent/IT1113001B/en active
- 1979-02-13 SE SE7901250A patent/SE437987B/en not_active IP Right Cessation
- 1979-02-13 DK DK60979A patent/DK60979A/en not_active Application Discontinuation
- 1979-02-14 ZA ZA79673A patent/ZA79673B/en unknown
- 1979-02-14 CH CH142679A patent/CH639963A5/en not_active IP Right Cessation
- 1979-02-14 AR AR275509A patent/AR221715A1/en active
Also Published As
Publication number | Publication date |
---|---|
JPS6229432B2 (en) | 1987-06-25 |
SE437987B (en) | 1985-03-25 |
IT7920146A0 (en) | 1979-02-13 |
DK60979A (en) | 1979-08-15 |
IT1113001B (en) | 1986-01-20 |
ES477646A1 (en) | 1979-10-16 |
SE7901250L (en) | 1979-08-15 |
CH639963A5 (en) | 1983-12-15 |
AR221715A1 (en) | 1981-03-13 |
CA1116609A (en) | 1982-01-19 |
ZA79673B (en) | 1980-05-28 |
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