GB788373A - Water-soluble derivatives of 5-nitro furfural and production thereof - Google Patents

Water-soluble derivatives of 5-nitro furfural and production thereof

Info

Publication number
GB788373A
GB788373A GB25380/55A GB2538055A GB788373A GB 788373 A GB788373 A GB 788373A GB 25380/55 A GB25380/55 A GB 25380/55A GB 2538055 A GB2538055 A GB 2538055A GB 788373 A GB788373 A GB 788373A
Authority
GB
United Kingdom
Prior art keywords
nitro
piperazine
furfurylidene
water
compounds
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
GB25380/55A
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.)
LOUIS EDMOND BRAVARD
Original Assignee
LOUIS EDMOND BRAVARD
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 LOUIS EDMOND BRAVARD filed Critical LOUIS EDMOND BRAVARD
Publication of GB788373A publication Critical patent/GB788373A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D295/00Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/02Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms containing only hydrogen and carbon atoms in addition to the ring hetero elements
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D405/00Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/02Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
    • C07D405/12Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links

Abstract

The invention comprises addition compounds of two mols. of a piperazine and one mol. of 5-nitro - furfural semicarbazone, N - (5 - nitro-2 - furfurylidene) - 1 - aminohydantoine or N-(5-nitro - 2 - furfurylidene) - 3 - amino oxazolidone. The novel compounds may be prepared by reacting a piperazine with one of the abovementioned 5-nitro-furfurylidene compounds in the molar proportion of 2:1 in an inert diluent, for example water or an anhydrous organic medium such as pure ethanol, at an elevated temperature below 100 DEG C., say about 80 DEG C., after which the reaction mixture may be evaporated to dryness in the presence of a dehydrating agent. It is desirable to evaporate the reaction solution in vacuum to obtain a syrup and then to spread the latter in film form, say over plates, and complete drying in a vacuum over sulphuric acid. Piperazine may be used in the form of piperazine hydrate. Alkyl piperazines such as methyl and dimethyl piperazines may also be used. The products are useful water-soluble bactericidal compounds (see Group VI).ALSO:A bactericidal composition comprises an aqueous solution of an addition compound of 2 mols. of piperazine, or an alkyl piperazine, and 1 mol. of 5-nitro-furfural semicarbazone, N - (5 - nitro - 2 - furfurylidene) - 1 - aminohydantoine or N - (5 - nitro - 2 - furfurylidene)-3-amino oxazolidone (for preparation see Group IV (b)). The compositions are useful for preventing and curing infectious diseases of poultry. Thus the addition compounds of piperazine and either 5-nitrofurfural-semicarbazone or N - (5 - nitro - 2 - furfurylidene) 3-amine oxazolidone in doses of 1.5 gm. per 100 gm. of water are active against coccidiosis, pullorosis and diphtheria of poultry. The aqueous solutions may also be used for treating bee dysentery. A syrup of 100 gm. of an aqueous solution containing 1.5 per cent of the addition compound, and 90 gm. of sugar is suitable for this purpose. Aqueous solutions containing 1 part of an addition compound of piperazine and 5-nitro-furfural semicarbazone in 150,000 parts of water prevent the development of cocci, anaerobia and Gram positive bacilli, and provide a good disinfectant for wounds.
GB25380/55A 1954-09-08 1955-09-05 Water-soluble derivatives of 5-nitro furfural and production thereof Expired GB788373A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR788373X 1954-09-08

Publications (1)

Publication Number Publication Date
GB788373A true GB788373A (en) 1958-01-02

Family

ID=9219495

Family Applications (1)

Application Number Title Priority Date Filing Date
GB25380/55A Expired GB788373A (en) 1954-09-08 1955-09-05 Water-soluble derivatives of 5-nitro furfural and production thereof

Country Status (1)

Country Link
GB (1) GB788373A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3007846A (en) * 1959-03-04 1961-11-07 Norwich Pharma Co Alkali metal salts of nitrofurantoin
US3157645A (en) * 1961-12-06 1964-11-17 Norwich Pharma Co 3-alkenyl or alkinyl 1-(5-nitrofur-furylideneamino) hydantoins
US3234220A (en) * 1962-03-31 1966-02-08 Boehringer & Soehne Gmbh Tasteless n-(5-nitrofurfurylidene)-1-aminohydantoin salts

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3007846A (en) * 1959-03-04 1961-11-07 Norwich Pharma Co Alkali metal salts of nitrofurantoin
US3157645A (en) * 1961-12-06 1964-11-17 Norwich Pharma Co 3-alkenyl or alkinyl 1-(5-nitrofur-furylideneamino) hydantoins
US3234220A (en) * 1962-03-31 1966-02-08 Boehringer & Soehne Gmbh Tasteless n-(5-nitrofurfurylidene)-1-aminohydantoin salts

Similar Documents

Publication Publication Date Title
SE7614258L (en) PROCEDURE FOR THE PREPARATION OF CHINAZOLO DERIVATIVE
GB970886A (en) New pyridines and process for the manufacture thereof
GB788373A (en) Water-soluble derivatives of 5-nitro furfural and production thereof
GB885469A (en) New oxazoles
GB1058609A (en) Hydroxybenzonitrile glucamine salts and herbicidal compositions containing them
US2329884A (en) Method of preventing growth of fungi
US2182075A (en) Water soluble derivatives of p-aminobenzenesulphonamide
US2329883A (en) Mercuri-acetylide compound and method of preparing the same
GB757137A (en) New adrenochrome derivative and process for its production
GB1276589A (en) 0-alkyl-6-azauracil compounds and compositions containing the same
US3278529A (en) Nitro-furfurylidene acid hydrazides
US2355600A (en) Formaldehyde reaction product and its preparation
GB971046A (en) Substituted naphthol derivatives
US2763655A (en) Methyl reserpate o-cathylate
GB757138A (en) Novel haemostatic compositions
GB727007A (en) New semicarbazones
GB790557A (en) Piperazine derivatives
Kober et al. The methyl alcohol in arsphenamine (salvarsan)
GB933141A (en) Dextromethorphan n-cyclohexylsulphamate
GB1075270A (en) Calcium glucohepto-galacturonate
GB1010238A (en) Benzenesulphonyl-semicarbazides and process for their manufacture
GB762720A (en) Novel morpholinomethyl-phenyl derivatives and the manufacture thereof
GB1058917A (en) Monohydrate of the equimolecular complex of ascorbic acid and pyridoxine base, and process for its preparation
GB740130A (en) Derivatives of 4-cyclohexyl-cyclohexanone and process for the manufacture thereof
GB1118755A (en) Difluoraminated urea derivatives