ORGANOTIN THIOCARBOXYLATES AND PREPARATION THEREOF

1309815 Diorganotin thiocarboxylates ARGUS CHEMICAL CORP 15 May 1970 [20 May 1969] 23658/70 Heading C2J [Also in Division C3] Diorganotin monohalide thiocarboxylates of general formula (R 2 SnX.SCO) n R1, where n is an integer, preferably 1-4, X is halogen and R, R1 are organic groups, are prepared by an addition reaction between a monomeric or polymeric diorganotin sulphide and an acyl halide, e.g. at 30-200‹ C. The halogen atom can be substituted by reacting the compound with active hydrogen compounds, e.g. mercaptoacid esters, mercaptans, thiocarboxylic acids, carboxylic acids and partial esters of polycarboxylic acids, alcohols; in some cases the metal derivative of the active hydrogen compound can be used. Reaction may proceed at below 0‹ up to 200‹ C., and may be carried out without separating the monohalide thiocarboxylate from the initial reaction mixture. Similarly, the halogen compound can be reacted with a strong inorganic acid, e.g. HCl, to yield a thiocarboxylic acid. The examples disclose the preparation of the following compounds: dibutyltin monochloride monothiolaurate and monothiostearate, bis- (dibutyltin chloride) thioisophthalate and thioadipate, dibutyltin (isooctyl thioglycolate) monothiolaurate and monothiostearate, bis- [dibutyltin(isooctyl - 3 - mercaptopropionate)]- thioadipate, dibutylmethoxytin thiolaurate, dibutyltin (isooctyl maleate) monothiolaurate, bis-(dibutyltin thiolaurate) maleate, bis-(dibutyltin thiolaurate) # - mercaptopropionate, thiolauric acid and thiopropionic acid. The Specification claims per se compounds where n = 1-4, Z is halogen or a mercapto acid ester radical; R is a C 1 -C 18 hydrocarbon group, the two groups R being the same or different; R1 is a C 1 -C 30 alkyl, cycloalkyl or heterocyclic group, optionally substituted and any heterocyclic groups having O or S in the ring and 5-7 ring atoms including 1 or 2 heteroatoms.