Patent GB-402762-A (GB)
Title: Process for the manufacture of new organic salts of bismuth and oleaginous solutions thereof
IPC: C07F9/94
Filed: 1932-05-02
Abstract: Bismuth salts of the acids <FORM:0402762/III/1> or <FORM:0402762/III/2> where R is an alkyl, phenyl or phenylalkyl group containing at least four and preferably not more than seventeen carbons atoms, and R<1> is an alkyl, phenyl or phenalkyl group, are obtained by reacting a solution of bismuth nitrate in water and glycerine with an alkali metal salt of the acids in question.  Salts may be obtained having one, two, or three acid groups to one atom of bismuth, the reaction mixture if necessary having alkali added thereto, so that there are always present three atoms of alkali to each atom of bismuth.  The salts obtained are extracted with benzene. They are soluble in or miscible with vegetable oils such as olive oil to give stable sterilizable solutions which may be administered medicinally by intra-muscular injection.  Examples describe the preparation of the bismuth salts of a -phenyloxycaproic acid, of a -butylthiolauric acid, and of a -butyloxyphenylacetic acid.  Salts of the following acids are also referred to: a -ethoxylauric acid, a -butoxylauric acid, a -phenoxylauric acid, a -benzylthiolauric acid, and a -phenylthiolauric acid.  a -phenyloxycaproic acid is obtained by saponification of ethyl-a -phenyloxycaproate.  The ester is prepared from sodium phenate and ethyl-a -bromocaproate.  a -butylthiolauric acid is obtained by saponification of ethyl-a -butylthiolaurate.  The ester is prepared from sodium butylmercaptide and ethyl-a -bromolaurate.  a -butyloxyphenylacetic acid is obtained by saponification of ethyl-a -butyloxyphenylacetate.  The ester is prepared from sodium butylate and ethyl-phenylchloracetate.  A statement of the art mentions bismuth naphthenate, bismuth camphorcarbonate, and bismuth oleate.  In this connection are referred to respectively German Specification 441,871, French Specification 657,694, and British Specification 206,487, [Class 81 (i), Disinfecting &c.].ALSO:a -Phenyloxycaproic acid is obtained by saponification of ethyl-a -phenyloxycaproate.  The ester is prepared from sodium phenate and ethyl-a -bromocaproate.  a -Butylthiolauric acid is obtained by saponification of ethyl-a -butylthiolavrate.  The ester is prepared from sodium butymercaptide and ethyl-a -bromolaurate.  a -Butyloxyphenylacetic acid is obtained by saponification of ethyl - a  - butyloxyphenylacetate.  The ester is prepared from sodium butylate and ethyl-phenylchloracetate.ALSO:Bismuth salts of the acids <FORM:0402762/VI/1> where R is an alkyl, phenyl, or phenalkyl group containing at least four and preferably not more than seventeen carbon atoms, and R1 is an alkyl, phenyl, or phenalkyl group, are soluble in or miscible with vegetable oils such as olive oil to give stable sterilizable solutions which may be administered medicinally by intra-muscular injection.  The salts may contain one, two, or three acids groups to one atom of bismuth.  Salts of the following acids are referred to: a -phenyloxycaproic acid, a -butoxylauric acid, a -butylthiolauric acid, a -butyloxyphenylacetic acid, a -ethoxylauric acid, a -benzylthiolauric acid, and a -phenylthiolauric acid.  A statement of the art mentions bismuth naphthenate, bismuth camphorcarbonate, and bismuth oleate.  In this connection are referred to respectively German Specification 441,871, French Specification 657,694, and British Specification 206,487, [Class 81 (i), Disinfecting &c.].