GB656228A - The manufacture of analgesics from pyridazone and pyridazine derivatives - Google Patents

The manufacture of analgesics from pyridazone and pyridazine derivatives

Info

Publication number
GB656228A
GB656228A GB3348248A GB3348248A GB656228A GB 656228 A GB656228 A GB 656228A GB 3348248 A GB3348248 A GB 3348248A GB 3348248 A GB3348248 A GB 3348248A GB 656228 A GB656228 A GB 656228A
Authority
GB
United Kingdom
Prior art keywords
pyridazone
methyl
pyridyl
amino
pyridazones
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
Application number
GB3348248A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Individual
Original Assignee
Individual
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Individual filed Critical Individual
Priority to GB3348248A priority Critical patent/GB656228A/en
Publication of GB656228A publication Critical patent/GB656228A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D237/00—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings
    • C07D237/02—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings
    • C07D237/06—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
    • C07D237/10—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having 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
    • C07D237/22—Nitrogen and oxygen atoms

Abstract

Amino- and substituted amino-pyridazines and pyridazones having other hydrocarbon substituents are obtained by treating the corresponding 3-halogen-pyridazines, and 4- or 5-halogen-pyridazones with ammonia or substituted amines. In examples, 3-dimethylamino - 6 - phenylpyridazine, 4-mononomethylamino and 4 - diethylamino - 2 - phenyl - 6 - methyl - 3 - pyridazone, 4 - amino - 2 - m - tolyl - 6 - methyl - 3 - pyridazone, 4 - amino and 4 - dimethylamino-2 : 21 - pyridyl - 6 - methyl - 3 - pyridazone, and 5-amino - 2 : 6 - dimethyl - 3 - pyridazones are obtained by treating the corresponding chloro-compounds with ammonia or the corresponding amine in alcoholic solution. In the pyridazines the 6-position may be aryl and the remaining 4- and 5-positions may be methyl and in the pyridazones the 4- and 5- or 4- and 6-positions may be methyl. The products are analgesic. 5-Chloro-2 : 6-dimethyl pyridazone is obtained by chlorinating 2 : 6 - dimethyl - 3 - pyridazone. The 4 : 5-dichloro-compound is also formed. 2-m-Tolyl- and pyridyl-6-methyl-3-pyridazinones are obtained by heating levulinic acid m-tolyl hydrazone, and the corresponding mixture of the acid with 2-pyridyl-hydrazine. 4 - Chloro - 2 - m - tolyl - 6 - methyl - 3 - pyridazone is obtained by the action of phosphorus pentachloride/phosphoryl chloride mixture on the above. 4 - Chloro - 2 : 21 - pyridyl - 6 - methyl - 3 - pyridazone is obtained by the action of phosphorus pentachloride/phosphoryl chloride on the pyridyl derivative of the corresponding pyridazinone. Specifications 600,532 and 631,755 are referred to.
GB3348248A 1948-12-30 1948-12-30 The manufacture of analgesics from pyridazone and pyridazine derivatives Expired GB656228A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB3348248A GB656228A (en) 1948-12-30 1948-12-30 The manufacture of analgesics from pyridazone and pyridazine derivatives

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB3348248A GB656228A (en) 1948-12-30 1948-12-30 The manufacture of analgesics from pyridazone and pyridazine derivatives

Publications (1)

Publication Number Publication Date
GB656228A true GB656228A (en) 1951-08-15

Family

ID=10353533

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3348248A Expired GB656228A (en) 1948-12-30 1948-12-30 The manufacture of analgesics from pyridazone and pyridazine derivatives

Country Status (1)

Country Link
GB (1) GB656228A (en)

Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE950287C (en) * 1952-06-20 1956-10-04 Ciba Geigy Process for the preparation of 6-halo-2-aryl-3-oxo-2, 3-dihydro-pyridazines
DE953800C (en) * 1952-06-20 1956-12-06 Ciba Geigy Process for the production of new pyridazones
DE1000822B (en) * 1954-04-02 1957-01-17 Hoffmann La Roche Process for the preparation of pyridazone compounds
DE959095C (en) * 1955-05-07 1957-02-28 Basf Ag Process for the preparation of pyridazone derivatives
DE1008738B (en) * 1954-01-20 1957-05-23 Ciba Geigy Process for the preparation of new pyridazone (3) compounds
US2798869A (en) * 1952-06-20 1957-07-09 Ciba Pharm Prod Inc Pyridazones and process for manufacture thereof
US2824873A (en) * 1958-02-25 Production of pyridazone derivatives
US3012032A (en) * 1958-05-07 1961-12-05 Norwich Pharma Co 2-[2-(4-pyridyl)-ethyl]-6-methyl-4, 5-dihydro-3-pyridazinone
DE1166786B (en) * 1959-08-05 1964-04-02 Ciba Geigy Process for the preparation of 2,3-diazaphenthiazine derivatives
JP2007510689A (en) * 2003-11-10 2007-04-26 ラボラトリオス・アルミラル・ソシエダッド・アノニマ Novel pyridazine-3 (2H) -one derivatives

Cited By (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2824873A (en) * 1958-02-25 Production of pyridazone derivatives
DE950287C (en) * 1952-06-20 1956-10-04 Ciba Geigy Process for the preparation of 6-halo-2-aryl-3-oxo-2, 3-dihydro-pyridazines
DE953800C (en) * 1952-06-20 1956-12-06 Ciba Geigy Process for the production of new pyridazones
US2798869A (en) * 1952-06-20 1957-07-09 Ciba Pharm Prod Inc Pyridazones and process for manufacture thereof
DE1008738B (en) * 1954-01-20 1957-05-23 Ciba Geigy Process for the preparation of new pyridazone (3) compounds
DE1000822B (en) * 1954-04-02 1957-01-17 Hoffmann La Roche Process for the preparation of pyridazone compounds
DE1000822C2 (en) * 1954-04-02 1957-06-27 Hoffmann La Roche Process for the preparation of pyridazone compounds
DE959095C (en) * 1955-05-07 1957-02-28 Basf Ag Process for the preparation of pyridazone derivatives
US3012032A (en) * 1958-05-07 1961-12-05 Norwich Pharma Co 2-[2-(4-pyridyl)-ethyl]-6-methyl-4, 5-dihydro-3-pyridazinone
DE1166786B (en) * 1959-08-05 1964-04-02 Ciba Geigy Process for the preparation of 2,3-diazaphenthiazine derivatives
JP2007510689A (en) * 2003-11-10 2007-04-26 ラボラトリオス・アルミラル・ソシエダッド・アノニマ Novel pyridazine-3 (2H) -one derivatives

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