GB815537A - Improvements in the production of n-nitroso-n-alkyl- and n-nitroso-n-cycloalkyl-hydroxylamines - Google Patents
Improvements in the production of n-nitroso-n-alkyl- and n-nitroso-n-cycloalkyl-hydroxylaminesInfo
- Publication number
- GB815537A GB815537A GB25496/57A GB2549657A GB815537A GB 815537 A GB815537 A GB 815537A GB 25496/57 A GB25496/57 A GB 25496/57A GB 2549657 A GB2549657 A GB 2549657A GB 815537 A GB815537 A GB 815537A
- Authority
- GB
- United Kingdom
- Prior art keywords
- nitroso
- hydroxylamine
- salts
- copper complex
- ammonium
- 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
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L1/00—Liquid carbonaceous fuels
- C10L1/10—Liquid carbonaceous fuels containing additives
- C10L1/14—Organic compounds
- C10L1/22—Organic compounds containing nitrogen
Landscapes
- Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention comprises a process for the production of N-nitroso-N-alkyl- or N-nitroso-N-cyclohexyl-, -cycloheptyl- or -cyclo-octyl-hydroxylamines or their derivatives in which the rings bear alkyl, hydroxyalkyl, or cyano substituents, or their ammonium or amine salts or complex metal compounds, in which a solution of an alkali nitrite is allowed to flow while cooling into an aqueous acid solution of the corresponding hydroxylamine in such a manner that the nitrous acid formed is immediately used in reaction with the hydroxylamine, and used in reaction with the hydroxylamine, and if desired reacting the N-nitroso compound simultaneously or subsequently with an equivalent amount of a water-soluble salt of a metal of Groups IIa-VIIa, Ib-IVb or VIII of the periodic classification, or alternatively reacting the N-nitroso compounds in inert organic solvents with anhydrous ammonia or amines. Specified N-alkyl groups are methyl, ethyl, propyl, isopropyl, butyl, tert-buty-(2), heptyl-(4), dodecyl, octadecyl and tetramethyloctyl. The pH of the acid solution may be 0-6, and the solution is preferably cooled to between - 10 DEG and + 10 DEG C. Suitable amines for the preparation of salts are aliphatic and cycloaliphatic primary, secondary and tertiary amines. Specified metals are Be, Mg, Ca, Sr, Ba, Ce, V, U, Mn, Fe, Co, Ni, Cu, Ag, Zn, Hg, Al and Pb. Preferred salts are chlorides, sulphates, nitrates and acetates; the double decomposition may be carried out at pH 7-10. Examples describe the preparation of (1)-(3) N-nitroso-N-cyclohexylhydroxylamine, and its ammonium and methylamine, cyclohexylamine and dicyclohexylamine salts, and its complexes with various metals; (4) and (5) N-nitroso-N-cyclo-octylhydroxylamine, its ammonium and cyclohexylamine salts and metal complexes; (6) N-nitroso-N-isopropyl-hydroxylamine copper complex and amine salts, and N-butyl-N-nitroso-hydroxylamine copper complex; (7) and (8) N-nitroso-N-cycloheptyl-hydroxylamine copper complex; and its ammonium and amine salts: (9) N-nitroso-N-methyl-hydroxylamine and its amine salts and copper complex; (10) N-nitroso-N-[(1 - methylol) - cyclohexyl] - hydroxylamine copper complex; (11) and (12) N-nitroso-[(1-cyano) - cyclohexyl] - hydroxylamine and its ammonium and amine salts, and copper complex.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE815537X | 1956-08-16 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB815537A true GB815537A (en) | 1959-06-24 |
Family
ID=6734776
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB25496/57A Expired GB815537A (en) | 1956-08-16 | 1957-08-13 | Improvements in the production of n-nitroso-n-alkyl- and n-nitroso-n-cycloalkyl-hydroxylamines |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB815537A (en) |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2359150A1 (en) * | 1976-07-24 | 1978-02-17 | Basf Ag | TIN-TRIORGANIC DERIVATIVES OF HYDROXYDIAZENIUM OXIDES FOR USE AS FUNGICIDES |
US4540661A (en) * | 1983-02-24 | 1985-09-10 | The Upjohn Company | Composition of matter and process |
US5076808A (en) * | 1989-12-14 | 1991-12-31 | Basf Aktiengesellschaft | Dyeing of polyamide substrates with an organic n-nitroso-hydroxylamine as light stabilizer |
US5393874A (en) * | 1992-09-18 | 1995-02-28 | Basf Aktiengesellschaft | Preparation of N-hydroxy-N'-diazenium oxides |
US5444093A (en) * | 1989-11-11 | 1995-08-22 | Dr. Wolman Gmbh | Wood preservatives |
-
1957
- 1957-08-13 GB GB25496/57A patent/GB815537A/en not_active Expired
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2359150A1 (en) * | 1976-07-24 | 1978-02-17 | Basf Ag | TIN-TRIORGANIC DERIVATIVES OF HYDROXYDIAZENIUM OXIDES FOR USE AS FUNGICIDES |
US4540661A (en) * | 1983-02-24 | 1985-09-10 | The Upjohn Company | Composition of matter and process |
US5444093A (en) * | 1989-11-11 | 1995-08-22 | Dr. Wolman Gmbh | Wood preservatives |
US5076808A (en) * | 1989-12-14 | 1991-12-31 | Basf Aktiengesellschaft | Dyeing of polyamide substrates with an organic n-nitroso-hydroxylamine as light stabilizer |
US5393874A (en) * | 1992-09-18 | 1995-02-28 | Basf Aktiengesellschaft | Preparation of N-hydroxy-N'-diazenium oxides |
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