http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-589515-A
Outgoing Links
| Predicate | Object |
|---|---|
| assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_e7a00ac446ee088bd9fb05a2b9b5aa0f http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_1e0e1988712c258f795756860b17027f http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_73ee0bacab5a7576a6a3244747f6ea99 |
| classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C201-14 |
| classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C205-02 |
| filingDate | 1945-03-23-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationDate | 1947-06-23-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationNumber | GB-589515-A |
| titleOfInvention | Manufacture of dinitroparaffins |
| abstract | 1 : 3-Dinitropropanes of the formula R1CH(NO2)-CR2R3-CHR4NO2, wherein R2 and R3 may be alkyl radicals, the same or different, or may together form part of a cycloaliphatic ring and R1 and R4 may be hydrogen or alkyl radicals, the same or different, are prepared by reacting a nitro-alcohol of the formula R2R3C(OH)-CHR4NO2 or its ester with a nitroparaffin of the formula R1CH2NO2, the radicals R1, R2, R3 and R4 having the significance given above, in the presence of a primary or secondary amine. The reaction may be brought about by allowing the reaction mixture to stand at room temperature; the dinitroparaffins may be isolated, for example, by treating the reaction mixture with aqueous mineral acid to dissolve out the amine and then separating or extracting the dinitroparaffin from the resulting mixture and finally distilling it. The dinitroparaffins so obtained may be reduced by conventional methods to yield nitroamines and diamines and are useful in the manufacture of dyestuffs and medicinal substances. The nitro-alcohols of the above formula wherein R2 and R3 are alkyl radicals may be prepared by interacting a ketone and a nitroparaffin in the presence of a basic substance or by hydration of the corresponding nitroolefine. Suitable nitro-alcohols are nitro-tertbutanol, 1-nitromethyl cyclohexanol, 1-nitro-2-methyl - 2 - butanol and 3 - nitro - 2 - methyl - 2 - butanol. Suitable esters of nitro alcohols include those of mineral acids and organic acids, for example nitro-tert-butyl acetate and 1-nitro-2-methyl-2-butyl acetate prepared by reacting the corresponding alcohols with acetic anhydride. Specified primary nitro-paraffins are nitro-methane, nitro-ethane and 1-nitropropane. Amines mentioned are n-amylamine, diethylamine and piperidine. In examples: (1) nitro-tert-butanol, nitromethane and piperidine or n-amylamine are mixed together and allowed to stand at room temperature until there is no further separation of water, i.e. for about two weeks: 1 : 3-dinitro-2 : 2-dinitro propane is isolated by neutralizing the mixture with hydrochloric acid and extracting with ether; (3) nitro-tert-butanol, nitroethane and piperidine are mixed together and allowed to stand at room temperature for 3 months, 1 : 3-dinitro-2 : 2-dimethyl butane then being recovered as above; (4) nitro-tert-butyl acetate is used in place of the alcohol in (1) above; (5) 1-nitromethyl cyclohexanol, nitromethane and diethylamine are boiled under reflux for 12 hours and 1 : 1-di-(nitromethyl) cyclohexane recovered as in (1) above. Specification 584,789 is referred to. |
| priorityDate | 1945-03-23-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| type | http://data.epo.org/linked-data/def/patent/Publication |
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