GB1477020A - Method for the preparation of 3,5-disubstituted pyrazoles - Google Patents
Method for the preparation of 3,5-disubstituted pyrazolesInfo
- Publication number
- GB1477020A GB1477020A GB3603874A GB3603874A GB1477020A GB 1477020 A GB1477020 A GB 1477020A GB 3603874 A GB3603874 A GB 3603874A GB 3603874 A GB3603874 A GB 3603874A GB 1477020 A GB1477020 A GB 1477020A
- Authority
- GB
- United Kingdom
- Prior art keywords
- hydrogen
- preparation
- alkyl
- carbon
- pyrazole
- 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.)
- Expired
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/12—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Catalysts (AREA)
Abstract
1477020 3,5-Diphenylpyrazole AMERICAN CYANAMID CO 15 Aug 1974 [17 Sept 1973] 36038/74 Heading C2C Compounds (I), where R 1 and R 2 are the groups A and B respectively, where Y, Z, Y<SP>1</SP>, Z<SP>1</SP> are hydrogen, halogen, methylthio, methylsulphonyl, cyano, carboxy, C 1-4 carboalkoxy. C 1-4 alkyl, C 1-4 haloalkyl (containing 1-4 halogen atoms) or C 1-4 alkoxy, are made by refluxing a pyrazole (II) in the presence of a catalyst selected from (a) Pd on carbon, (b) Pt on carbon and (c) pre-reduced copper chromite and an inert solvent the latter having a boiling point of at least 200 C. when catalyst (c) above is used, and the preparation of a compound (III) where R 3 is C 1-4 alkyl, attached to one or other of the ring nitrogen atoms by alkylating the corresponding pyrazole where R 3 is hydrogen. Pyrazolines (II), where R is hydrogen are made by a ketone R 1 COCH 3 with an aldehyde R 2 CHO, in the presence of a base, in a C 1-4 alcohol at 10-70 C., acidifying the mixture to below pH7 and treating the product with hydrazine at below 70 C.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US39828473A | 1973-09-17 | 1973-09-17 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1477020A true GB1477020A (en) | 1977-06-22 |
Family
ID=23574783
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3603874A Expired GB1477020A (en) | 1973-09-17 | 1974-08-15 | Method for the preparation of 3,5-disubstituted pyrazoles |
Country Status (20)
| Country | Link |
|---|---|
| JP (1) | JPS5855143B2 (en) |
| AR (1) | AR225264A1 (en) |
| AT (1) | AT339893B (en) |
| BE (1) | BE819948A (en) |
| BR (1) | BR7407147D0 (en) |
| CA (1) | CA1037048A (en) |
| CH (1) | CH596185A5 (en) |
| CS (1) | CS178177B2 (en) |
| DD (1) | DD115667A5 (en) |
| DE (1) | DE2441504A1 (en) |
| DK (1) | DK134643B (en) |
| ES (1) | ES430129A1 (en) |
| FR (1) | FR2243943B1 (en) |
| GB (1) | GB1477020A (en) |
| IL (1) | IL45399A (en) |
| IT (1) | IT1029578B (en) |
| NL (1) | NL168832C (en) |
| SE (1) | SE416648B (en) |
| SU (1) | SU645567A3 (en) |
| ZA (1) | ZA744908B (en) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3910949A (en) * | 1974-12-09 | 1975-10-07 | American Cyanamid Co | Manufacture of 1,2-dimethyl-3,5-diphenylpyrazolium methylsulfate in a single reaction zone |
| DE3029160A1 (en) * | 1980-08-01 | 1982-03-04 | Basf Ag, 6700 Ludwigshafen | METHOD FOR PRODUCING PYRAZOLES |
| US4749812A (en) * | 1985-05-27 | 1988-06-07 | Mitsui Toatsu Chemicals, Inc. | N-(3-chloro-4-isopropylphenyl) carboxamide derivative and selective herbicide |
| AU5467699A (en) | 1998-08-07 | 2000-02-28 | Chiron Corporation | Substituted isoxazole as estrogen receptor modulators |
| WO2000007996A2 (en) * | 1998-08-07 | 2000-02-17 | Chiron Corporation | Pyrazoles as estrogen receptor modulators |
| USRE39708E1 (en) | 1998-08-07 | 2007-06-26 | Chiron Corporation | Estrogen receptor modulators |
| AU2005287170B2 (en) * | 2004-09-17 | 2012-03-29 | Exelixis, Inc | Pyrazole kinase modulators and methods of use |
| PL2307381T3 (en) * | 2008-06-09 | 2021-07-05 | Ludwig-Maximilians-Universität München | New drugs for inhibiting aggregation of proteins involved in diseases linked to protein aggregation and/or neurodegenerative diseases |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2260485C2 (en) * | 1971-12-17 | 1983-12-29 | American Cyanamid Co., Wayne, N.J. | 1,2-dialkyl-3,5-diphenylpyrazolium salts and herbicidal agents containing them |
| DE3209148A1 (en) * | 1982-03-13 | 1983-09-22 | Basf Ag, 6700 Ludwigshafen | METHOD FOR PRODUCING PYRAZOLES BY CATALYTIC DEHYDRATION OF PYRAZOLINES |
-
1974
- 1974-07-31 ZA ZA00744908A patent/ZA744908B/en unknown
- 1974-08-04 IL IL45399A patent/IL45399A/en unknown
- 1974-08-15 GB GB3603874A patent/GB1477020A/en not_active Expired
- 1974-08-22 AR AR255275A patent/AR225264A1/en active
- 1974-08-22 CA CA207,577A patent/CA1037048A/en not_active Expired
- 1974-08-28 BR BR7147/74A patent/BR7407147D0/en unknown
- 1974-08-30 DE DE2441504A patent/DE2441504A1/en active Granted
- 1974-09-06 IT IT52913/74A patent/IT1029578B/en active
- 1974-09-11 CH CH1237174A patent/CH596185A5/xx not_active IP Right Cessation
- 1974-09-11 DD DD181031A patent/DD115667A5/xx unknown
- 1974-09-12 AT AT738174A patent/AT339893B/en not_active IP Right Cessation
- 1974-09-12 NL NLAANVRAGE7412119,A patent/NL168832C/en not_active IP Right Cessation
- 1974-09-16 SU SU742059902A patent/SU645567A3/en active
- 1974-09-16 SE SE7411650A patent/SE416648B/en not_active IP Right Cessation
- 1974-09-16 CS CS6341A patent/CS178177B2/cs unknown
- 1974-09-16 BE BE148556A patent/BE819948A/en not_active IP Right Cessation
- 1974-09-16 DK DK487274AA patent/DK134643B/en not_active IP Right Cessation
- 1974-09-16 FR FR7431248A patent/FR2243943B1/fr not_active Expired
- 1974-09-17 JP JP49107068A patent/JPS5855143B2/en not_active Expired
- 1974-09-17 ES ES430129A patent/ES430129A1/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| DK134643C (en) | 1977-05-16 |
| CH596185A5 (en) | 1978-03-15 |
| JPS5058068A (en) | 1975-05-20 |
| FR2243943B1 (en) | 1986-07-04 |
| DK134643B (en) | 1976-12-13 |
| DK487274A (en) | 1975-05-12 |
| ZA744908B (en) | 1975-08-27 |
| BE819948A (en) | 1975-03-17 |
| NL168832B (en) | 1981-12-16 |
| CA1037048A (en) | 1978-08-22 |
| FR2243943A1 (en) | 1975-04-11 |
| SE7411650L (en) | 1975-03-18 |
| BR7407147D0 (en) | 1975-07-29 |
| AU7202874A (en) | 1976-03-11 |
| IL45399A0 (en) | 1974-11-29 |
| DE2441504A1 (en) | 1975-03-20 |
| SE416648B (en) | 1981-01-26 |
| DD115667A5 (en) | 1975-10-12 |
| AR225264A1 (en) | 1982-03-15 |
| JPS5855143B2 (en) | 1983-12-08 |
| NL7412119A (en) | 1975-03-19 |
| IL45399A (en) | 1979-01-31 |
| NL168832C (en) | 1982-05-17 |
| CS178177B2 (en) | 1977-08-31 |
| AT339893B (en) | 1977-11-10 |
| IT1029578B (en) | 1979-03-20 |
| ES430129A1 (en) | 1977-01-16 |
| ATA738174A (en) | 1977-03-15 |
| SU645567A3 (en) | 1979-01-30 |
| DE2441504C2 (en) | 1987-11-26 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| 704A | Declaration that licence is not available as of right for an excepted use (par. 4a/1977) | ||
| PCNP | Patent ceased through non-payment of renewal fee |
Effective date: 19930815 |