GB584789A - Manufacture of aliphatic dinitro compounds - Google Patents
Manufacture of aliphatic dinitro compoundsInfo
- Publication number
- GB584789A GB584789A GB1125943A GB1125943A GB584789A GB 584789 A GB584789 A GB 584789A GB 1125943 A GB1125943 A GB 1125943A GB 1125943 A GB1125943 A GB 1125943A GB 584789 A GB584789 A GB 584789A
- Authority
- GB
- United Kingdom
- Prior art keywords
- nitro
- condensed
- sodium
- nitropropene
- nitropropane
- 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
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C201/00—Preparation of esters of nitric or nitrous acid or of compounds containing nitro or nitroso groups bound to a carbon skeleton
- C07C201/06—Preparation of nitro compounds
- C07C201/14—Preparation of nitro compounds by formation of nitro groups together with reactions not involving the formation of nitro groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
1 : 3-Dinitropropanes of a general formula RRIC(NO2)-CRIIRIII-CHRIVNO2, where R, RI, RII, RIII and RIV may be hydrogen or straight chain, saturated aliphatic hydrocarbon radicals of not more than 2 carbon atoms, the same or different and where RII or RIII and RIV may together form part of a cycloaliphatic ring and where R and RI may bear as substituents the groups -O Alkyl or -S alkyl, are prepared by heating a compound of general formula RRICHNO2 with an olefine of general formula RIIRIIIC=CRIVNO2\t in the presence of a basic substance. This may be effected in a solvent such as ethanol, ether or pyridine. The reaction mixture is neutralized with acid and the product purified by distillation. In the examples: (1) 2-nitropropane is condensed with 2-nitro-2-butene, which is made by heating 3-nitro-2-butyl acetate with sodium acetate, in the presence of sodium dissolved in ethanol. The product may be treated with diazotised p-nitroaniline to give an azo compound; (2) 2-nitro-2-butene is condensed with nitroethane in the presence of dioxan and benzyltrimethyl-ammonium hydroxide; (3) 2-nitro-1-methoxypropane is condensed with 2-nitropropylene in sodium dissolved in methanol. The products of the foregoing examples are brommated to yield bromo derivatives; (4) methyl-2-nitropropyl sulphide is condensed with 2-nitropropylene in a solution of sodium in methanol; (5) 2-nitro-propene is added to a solution of sodium methoxide. Part of the 2-nitropropene is converted to 1-methoxy-2-nitropropane which then reacts with unchanged 2-nitropropene; (6) 1-nitro-2-methyl-1-propene is condensed with nitromethane in piperidine; (7) 2-nitropropane is condensed with 2-nitropropene in a solution of sodium in ethanol. Other nitroparaffins, nitroethers or nitrothioethers which may be used in the reaction are 1-nitropropane, 2-nitro-3-methoxybutane and methyl-2-nitro-1-methylpropyl sulphide. Other olefins which may be used are 1-nitropropene and 1-nitrocyclohexene. The products may be used as intermediates in the manufacture of dyestuffs and pharmaceutical chemicals. Specifications 573,872, 584,792 and 584,793 are referred to.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1125943A GB584789A (en) | 1943-12-11 | 1943-12-11 | Manufacture of aliphatic dinitro compounds |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1125943A GB584789A (en) | 1943-12-11 | 1943-12-11 | Manufacture of aliphatic dinitro compounds |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB584789A true GB584789A (en) | 1947-01-23 |
Family
ID=9982929
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1125943A Expired GB584789A (en) | 1943-12-11 | 1943-12-11 | Manufacture of aliphatic dinitro compounds |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB584789A (en) |
-
1943
- 1943-12-11 GB GB1125943A patent/GB584789A/en not_active Expired
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