GB1277733A - Manufacture of bipyridylium salts - Google Patents

Manufacture of bipyridylium salts

Info

Publication number
GB1277733A
GB1277733A GB8509/69A GB850969A GB1277733A GB 1277733 A GB1277733 A GB 1277733A GB 8509/69 A GB8509/69 A GB 8509/69A GB 850969 A GB850969 A GB 850969A GB 1277733 A GB1277733 A GB 1277733A
Authority
GB
United Kingdom
Prior art keywords
bipyridylium
acid
salt
water
substituents
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
GB8509/69A
Inventor
John Edward Colchester
Thomas Blundell
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.)
Imperial Chemical Industries Ltd
Original Assignee
Imperial Chemical Industries Ltd
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 Imperial Chemical Industries Ltd filed Critical Imperial Chemical Industries Ltd
Priority to US00833709A priority Critical patent/US3790585A/en
Priority to IE823/69A priority patent/IE33165B1/en
Priority to IL32456A priority patent/IL32456A/en
Priority to AT606969A priority patent/AT291259B/en
Priority to BE735348D priority patent/BE735348A/xx
Priority to SE6909276*A priority patent/SE384209B/en
Priority to CH1000169A priority patent/CH521341A/en
Priority to NL6910052.A priority patent/NL164032B/en
Priority to RO6040369A priority patent/RO55858A/ro
Priority to FR6922222A priority patent/FR2012112A1/fr
Priority to CS465069A priority patent/CS163183B2/cs
Priority to DK356369AA priority patent/DK127186B/en
Priority to YU1685/69A priority patent/YU37489B/en
Priority to DE1933419A priority patent/DE1933419C3/en
Priority to CH489471A priority patent/CH540909A/en
Publication of GB1277733A publication Critical patent/GB1277733A/en
Priority to US435168A priority patent/US3899500A/en
Priority to US435167A priority patent/US3899499A/en
Priority to SE7403539A priority patent/SE406322B/en
Priority to SE7403538A priority patent/SE417959B/en
Priority to NLAANVRAGE8003565,A priority patent/NL177687C/en
Priority to NLAANVRAGE8500042,A priority patent/NL179376C/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/06—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom containing only hydrogen and carbon atoms in addition to the ring nitrogen atom
    • C07D213/22—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom containing only hydrogen and carbon atoms in addition to the ring nitrogen atom containing two or more pyridine rings directly linked together, e.g. bipyridyl

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pyridine Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

1277733 Bipyridylium salts IMPERIAL CHEMICAL INDUSTRIES Ltd 12 June 1969 [1 July 1968 11 Sept 1968 8 Oct 1968 1 Nov 1968 23 Dec 1968 17 Feb 1969] 31365/68 43147/68 47585/68 51850/68 61012/68 and 8509/69 Heading C2C 1,1<SP>1</SP>-Disubstituted-4,4<SP>1</SP>-bipyridylium salts in which the substituents are organic substituents having up to 10 carbon atoms, are prepared by reacting an N-substituted pyridinium salt with a cyanide under basic conditions and subsequently oxidizing the resulting interaction product to produce the bipyridylium salt. Preferably the reaction is carried out in a solvent for the pyridinium salt e.g. water or an organic solvent or a mixture of water and a water-miscible alcohol. The reaction with the cyanide is preferably carried out in the presence of an added base, e.g. sodium hydroxide. The preferred N-substituents in the pyridinium salts are alkyl radicals and carbamidoalkyl radicals. The pyridine may also carry further substituents e.g. one or more alkyl groups. The intermediate product may be oxidized by air or with an oxidizing agent which is an electron acceptor and has a redox potential in water more positive than -0À50 volts as compared with a saturated calomel electrode. Suitable oxidizing agents are ceric sulphate (in the presence of dilute sulphuric acid); metal halides; inorganic oxyacid anhydrides, especially sulphur dioxide; chlorine; air preferably in conjunction with water and/or carbon dioxide and/or an acid; and organic oxidizing agents e.g. benzoquinone, chloranil and anthraquinone. The oxidation is preferably carried out under acidic conditions. A bipyridylium salt may be separated as a salt of amsonic acid which can be acidified by treatment of another acid e.g. hydrochloric acid, phosphonic acid or acetic acid to give the corresponding salt. The 1, 1<SP>1</SP>-disubstituted-4,4<SP>1</SP>-bipyridylium cation may also be separated from the reaction mixture by treatment with a suitable ion exchange resin. Examples are given of the preparation of 1,1<SP>1</SP>-dimethyl-4,4<SP>1</SP> bipyridylium salts.
GB8509/69A 1968-07-01 1968-07-01 Manufacture of bipyridylium salts Expired GB1277733A (en)

Priority Applications (21)

Application Number Priority Date Filing Date Title
US00833709A US3790585A (en) 1968-07-01 1969-06-16 Manufacture of bipyridylium salts
IE823/69A IE33165B1 (en) 1968-07-01 1969-06-16 Manufacture of bipyridylium salts
IL32456A IL32456A (en) 1968-07-01 1969-06-23 Manufacture of bipyridylium salts
AT606969A AT291259B (en) 1968-07-01 1969-06-26 Process for the preparation of a 1,1'-disubstituted 4,4'-bipyridylium salt
BE735348D BE735348A (en) 1968-07-01 1969-06-27
SE6909276*A SE384209B (en) 1968-07-01 1969-06-30 METHOD OF PREPARING 1,1'-DISUBSTITUTED-4,4'-BIPYRIDYLIUM SALTS
CH1000169A CH521341A (en) 1968-07-01 1969-06-30 Process for the preparation of bipyridylium salts
DK356369AA DK127186B (en) 1968-07-01 1969-07-01 Process for the preparation of 1,1'-disubstituted-4,4'-bipyridylium salts.
RO6040369A RO55858A (en) 1968-07-01 1969-07-01
FR6922222A FR2012112A1 (en) 1968-07-01 1969-07-01
CS465069A CS163183B2 (en) 1968-07-01 1969-07-01
NL6910052.A NL164032B (en) 1968-07-01 1969-07-01 PROCESS FOR PREPARING A 1,1'-DIG SUBSTITUTED 4,4'-BIPYRIDYLIUM SALT.
YU1685/69A YU37489B (en) 1968-07-01 1969-07-01 Process for preparing 1,1'-dimethyl-4,4'-bipyridylium salts
DE1933419A DE1933419C3 (en) 1968-07-01 1969-07-01 Process for the preparation of a 1,1'-dimethyl-4,4'-bipyridylium salt
CH489471A CH540909A (en) 1968-07-01 1971-04-05 Herbicidal 1, 1'-disubstd-4, 4'-bipyridyliumsalts
US435168A US3899500A (en) 1968-07-01 1974-01-21 Manufacture of bipyridylium salts
US435167A US3899499A (en) 1968-07-01 1974-01-21 Manufacture of bipyridylium salts
SE7403539A SE406322B (en) 1968-07-01 1974-03-15 METHOD OF PREPARING A 1,1'-DISUBSTITUATED-4,4'-BIPYRIDYLIUM SALT
SE7403538A SE417959B (en) 1968-07-01 1974-03-15 SET TO PREPARE A 1,1'-DUSYBSTUTYERED 4,4'-BIPYRIDYLIUM SALT
NLAANVRAGE8003565,A NL177687C (en) 1968-07-01 1980-06-19 PROCESS FOR PREPARING A 1,1'-DIG SUBSTITUTED 4,4'-BIPYRIDYLIUM SALT.
NLAANVRAGE8500042,A NL179376C (en) 1968-07-01 1985-01-08 PROCESS FOR PREPARING A 1,1'-DIG SUBSTITUTED 4,4'-BIPYRIDYLIUM SALT.

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB3136568 1968-07-01

Publications (1)

Publication Number Publication Date
GB1277733A true GB1277733A (en) 1972-06-14

Family

ID=10322022

Family Applications (1)

Application Number Title Priority Date Filing Date
GB8509/69A Expired GB1277733A (en) 1968-07-01 1968-07-01 Manufacture of bipyridylium salts

Country Status (5)

Country Link
BR (1) BR6910359D0 (en)
ES (1) ES368993A1 (en)
GB (1) GB1277733A (en)
SU (1) SU550978A3 (en)
ZA (1) ZA694556B (en)

Also Published As

Publication number Publication date
SU550978A3 (en) 1977-03-15
ES368993A1 (en) 1971-07-16
ZA694556B (en) 1971-02-24
BR6910359D0 (en) 1973-01-09

Similar Documents

Publication Publication Date Title
GB1203149A (en) Piperidine derivatives
GB1425307A (en) Process for the production of polyactones derived from poly- alpha-hydroxyacrylic acids
GB1277733A (en) Manufacture of bipyridylium salts
US3706752A (en) Manufacture of bipyridylium salts by oxidation of the corresponding dihydrobipyridyl
GB1259840A (en) Manufacture of bipyridylium salts
GB1527989A (en) 4-dihalovinyl-3,3-dimethylbutyrolactones and their use in the production of insecticides
GB1277734A (en) Manufacture of bipyridylium salts
US3787426A (en) Manufacture of 1,1-disubstituted-4,4-bipyridylium salts
US3755337A (en) Manufacture of 1,1-disubstituted-4,4-bipyridylium salts
ES464352A1 (en) Preparation of optionally substituted phenyl- and naphthyl-alkanoic acids
GB1270863A (en) Bipyridylium salts
GB1308048A (en) Manufacture of 1,1-disubstituted-4,4-bipyridylium salts
GB1494452A (en) Process for preparing 7-aminocephalosporanic acid derivatives
GB1227077A (en)
US3905986A (en) Manufacture of 1,1-disubstituted-4,4-bipyridylium salts
GB1382785A (en) 1,4-ethano-2,3-dihydroquinoline derivatives
US3674797A (en) Production of bis-quaternary salts of 4:4&#39;-bipyridyls
Azoo et al. Electrochemical reactions. Part VII. Reduction of diphenyliodonium salts
US3773796A (en) Production of oxygen-containing heterocyclic compounds
GB1308561A (en) Manufacture of 1,1-disubstituted-4,4-bipyridylium salts and related compounds
US3868381A (en) Manufacture of 1,1-disubstituted-4,4 -bipyridylium
GB1282493A (en) A process for the preparation of dithioesters
GB1056474A (en) 4-amino-pyrazolone derivatives and process for the preparation thereof
GB1374690A (en) Isothiazolopyrimidine derivatives
GB1140659A (en) Method of controlling growth and development of fungi and bacteria

Legal Events

Date Code Title Description
PS Patent sealed
48S Specification amended (sect. 8/1949)
SPA Amended specification published
PE20 Patent expired after termination of 20 years