Patent GB-386537-A (GB)
Title: Manufacture of bismuth salts of arseno-compounds
IPC: C07F9/94
Filed: 1932-06-13
Abstract: 3 : 3<1> - Dihydroxyarsenobenzene - 4 : 4<1>-di-(oxyacetic) acid is prepared by saponifying 3 : 4-dihydroxy-benzene-diethylcarbamic acid ester-1-arsonic acid in the presence of chloracetic acid, and reducing the 3-hydroxy-1-arsonic acid-4-phenoxyacetic acid obtained to the arsenobenzene compound.  3 : 4 - Dihydroxy-benzenediethylcarbamic acid ester-1-arsonic acid is prepared by reacting 1-nitro-3 : 4-dihydroxybenzene carbonate with diethylamine, reducing the product, diazotizing it and reacting it with arsenious acid.  4 : 4<1>-Diacetylamino-3-hydroxyarsenobenzene-2<1>-oxyacetic acid is prepared by simultaneous reduction of 4-acetylamino-3-hydroxybenzene-1-arsonic acid and 4-acetylaminobenzene-1-arsonic acid-2-oxyacetic acid.ALSO:Bismuth salts of arseno-compounds are obtained by reacting a bismuth salt such as the nitrate or chloride with an arseno-compound containing at least one oxyacetic acid radicle. The salts are insoluble in water and may be used in the form of an oily suspension by intramuscular injection for the treatment of spiroch t  diseases.  The preparation of salts of the following acids is described: 3-acetylamino-4-hydroxy-4<1>-acetylaminoarsenobenzene - 2<1> - oxyacetic acid, 3 - acetylamino - 4-hydroxy-3<1>-acetylaminoarsenobenzene - 4<1> - oxyacetic acid, 2 : 3 - dimethyl - 4 - acetylamino - 1 - para-arsenophenylpyrazolone - 1<1> - methyl - 5<1> - arsenobenzimidazole - 2 - oxyacetic acid, 5 : 5<1>-arseno-benzimidazole - 2 - hydroxymethyl - 1<1> - methyl-2<1>-oxyacetic acid, 2-hydroxy-4-benzaldehyde - semicarbazone - arseno - 3<1>-acetylamino - 4<1> - phenoxyacetic acid, (sodium-4-amino - methanesulphonate - 2 : 3 - dimethyl - 1 - paraphenylpyrazolone) - arseno - 3<1> - acetylamino - 4<1> - phenoxy-acetic acid, (4-dihydroxypropylamino - 2 : 3 - dimethyl - 1 - paraphenylpyrazolone) - arseno - 3<1> - acetylamino - 4<1> - phenoxyacetic acid, 3 : 3<1> - dichloro - 4 - hydroxy - 5 : 5<1> - di - (acetylamino) - arsenobenzene - 4<1> - oxyacetic acid, 3 - amino - methanesulphonate - 4 - hydroxy - 3<1> - methylarsenobenzene - 4<1> - oxyacetic acid, 3 : 3<1> - dihydroxyarsenobenzene - 4 : 4<1> - di (oxyacetic) acid, and 4 : 4<1>-diacetyldiamino-3-hydroxyarsenobenzene-2<1> -oxyacetic acid. The salts precipitate as a brown or yellow powder, which is washed with alcohol or ether.  Specification 360,957, [Group IV], is referred to.  3 : 3<1> - dihydroxy - arsenobenzene - 4 : 4<1> - di-(oxyacetic)-acid is prepared by saponifying 3 : 4 - dihydroxy - benzenediethycarbamic acid ester-1-arsonic acid in the presence of chloracetic acid and reducing the 3-hydroxy-1-arsonic acid-4-phenoxyacetic acid obtained to the arsenobenzene compound.  3 : 4-dihydroxy-benzenediethylcarbamic acid-ester-1-arsonic acid is prepared by reacting 1-nitro-3 : 4-dihydroxybenzene carbonate with diethylamine, reducing the product, diazotizing it and reacting it with arsenious acid.  4 : 4<1>-diacetylamino-3-hydroxyarsenobenzene-2<1>-oxyacetic acid is prepared by simultaneous reduction of 4-acetylamino-3-hydroxybenzene-1-arsonic acid and 4-acetylaminobenzene-1-arsonic acid-2-oxyacetic acid.