http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-670317-A
Outgoing Links
Predicate | Object |
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assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_e26193220e7d6d10037365b9f3fa0886 |
classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07F9-74 |
classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07F9-74 |
filingDate | 1948-03-08-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
publicationDate | 1952-04-16-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
publicationNumber | GB-670317-A |
titleOfInvention | Preparation of organic arsonic acids and arsine oxides |
abstract | Arsonic acids and arsine oxides are prepared by reacting diazotized solutions of arsanilic acid or nuclear substituted arsanilic acids or aminophenylarsineoxides or nuclear substituted p-aminophenylarsineoxides with compounds capable of arylation by means of aryldiazo solutions under weakly acid conditions using a cuprisalt as a catalyst, and subsequently liberating the desired compounds from the copper salts or copper complex compounds by normal methods. The compound capable of arylation may be dissolved in acetone in which the salt of a weak organic acid is suspended or added in aqueous solution to buffer the mixture to a weakly acid state. After the addition of the diazo-solution to p the acetone solution of the compound capable of arylation and buffer, a solution of a cuprisalt may be added in such an amount that the newly-formed arsenic compound separates as a copper salt or copper complex compound and leaves sufficient cupri solution to catalyse the reaction. The separated copper salt or copper complex compound may be washed with an organic solvent, air dried and dissolved in dilute sodium hydroxide solution, whereby the copper is precipitated as copper hydroxide removable by filtration. In example (1) diazotized p-arsanilic acid is treated with cinnamic acid to give stilbene-4-arsonic acid; p-hydroxy-, p-chloro-, p-methyl- and 3-nitro-4-hydroxy-cinnamic acid react in the same way; p-methoxycinnamic acid under similar reaction conditions gives alpha - (p - arsonophenyl) - p - methoxycinnamic acid; (2) diazotized p-arsanilic acid and coumarin give 3-(p-arsonophenyl)-coumarin; (3) diazotized p-amino-phenylarsineoxide and coumarin give 3-(p-arsenophenyl) - coumarin; (4) diazotized p-arsanilic acid and 2-furyl-b -acrylic acid give 5 - (p - arsonophenyl) - furan - 2 - b - acrylic acid; (5) diazotized p-arsanilic acid and p-quinone give a mixture of 2-(p-arsonophenyl)-quinone and 2,5-di-(p-arsonophenyl)-quinone; (6) diazotized p-arsanilic acid and thiophene give 2 - (p - arsonophenyl) - thiophene; (7) diazotized p-arsanilic acid and furan give 2-(p-arsonophenyl)-furan; (8) diazotized 2-nitro-4-amino - phenylarsonic acid and p - hydroxy - cinnamic acid give 41-hydroxy-3-nitro-stilbene-4-arsonic acid; (9) diazotized p-arsanilic acid and cinnamonitrile give a -cyano-stilbene-4-arsonic acid. Ortho- and meta-arsonilic acids which may be further substituted and similar arsineoxides may be reacted in the same way. Specification 480,617 is referred to. |
priorityDate | 1948-03-08-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
type | http://data.epo.org/linked-data/def/patent/Publication |
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Total number of triples: 58.