Carbonyl sulfide synthesis

The Gassman indole synthesis involves an one-pot process in which hypohalite, a P-carbonyl sulfide derivative 2, and a base are added sequentially to an aniline or a substituted aniline 1 to provide 3-thioalkoxyindoles 3. Raney nickel-mediated desulfurization of 3 then produces the parent indole... 

The addition of trisubstituted silanes to carbonyl sulfide has been applied to the synthesis of the corresponding silanethiol derivatives (Reaction 5.40) [78]. In Scheme 5.12 the mechanism is depicted, starting from the silyl radical attack to the sulfur atom of 0=C=S and ejection of carbon monoxide. The resulting silanethiyl radical abstracts hydrogen from the starting silane, to give the silanethiol and to generate fresh silyl radical (see Section 3.4). 

D.F. Andres, U. Dietrich, E.G. Laurent, B.S. Marquet, Anodic fluorination of vinyl sulfides - synthesis of a-fluoro- -thio-a, -unsaturated carbonyl compounds. Tetrahedron 53 (1997) 647-658. 

For each of the three precursors of hydrogen sulfide, i.e. sulfur dioxide/sulfite, sulfate, and cysteine, a different biosynthetic pathway has been established. Figure 1 gives an overall view of these three pathways a suggestion for a path of synthesis of hydrogen sulfide from carbonyl sulfide is included. 

There are limited commercial uses of carbonyl sulfide. It is produced only in small quantities and used for small-scale experimental purposes and as a nonisolated, site-limited intermediate in the synthesis of organic sulfur compounds, thiocarbamate herbicides, and alkyl carbonates. Pesticide manufacturers... 

SYNTHESIS OF PHOSGENE FROM CARBON DIOXIDE, CARBONYL SULFIDE OR CARBON DISULFIDE... 

Synthesis of carbonyl difluoride from carbon dioxide or carbonyl sulfide... 

Coutrot, P, Lauren o, C.. Petrova. J., and Savignac, P, a-Chlorination and carbonyl olefination. Synthesis of phenyl 1-chloro-l-alken-l-yl sulfides. Synthesis, 107, 1976. 

A ring closure of this type is carried out for the synthesis of 4-hydroxythiazolin-2-ones (354) using iV,iV-disubstituted hydrazines, sodium a-chloroacetate, and carbonyl sulfide as starting materials (Scheme 89) <87AP(108)367>. 

The synthesis of diallate and triallate differs from the general thiocarbamate synthesis routes described. Diallate is prepared from di-isopropylaminc, carbonyl sulfide and 1,2,3-trichloropropene, and triallate from di-isopropylamine, carbonyl sulfide and 1,1,2,3-tetrachloroprop-l-ene in the presence of a base. 

Commercial hexythiazox is a racemic mixture of the two trans enantiomers Scheme 26.2.2 shows the main synthetic pathways [11, 17, 19]. Starting from 4-chloro propiophenone the key intermediate erythro amino alcohol may be obtained by stereoselective catalytic reduction of the corresponding hydroxy imi-noketone or by sodium borohydride reduction of the aminoketones obtained via Gabriel synthesis. Different routes lead from this aminoalcohol to the trans-thiazolidinone system the basis of all routes is activation of the hydroxy group, e.g., in form of the sulfonate and a ring forming reaction with carbon disulfide or carbonyl sulfide. The final acylation of the NH group with cyclohexyl isocyanate leads to hexythiazox. 

Hydrobromic acid alkyl carbonate synthesis Carbonyl sulfide alkyl group source, long-chain Coconut acid alkyl halide mfg. 

Even though there are numerous methods for preparing 2-benzothiazol-inone each suffer from various inherent drawbacks such as poor yields, the use of high temperatures, expensive and toxic intermediates. Since 0-aminobenzenethiol and carbonyl sulfide are commercially available at a reasonable cost, the reaction employing these two reactants was studied. The outcome of this investigation afforded a superior method for the synthesis of 1 of excellent quality and yield (64 65). 

Liganded cobalt complexes react with carbon disulfide by addition across one of the C=S bonds to give relatively stable complexes 10. The same complex reacts with carbonyl sulfide to give a liganded carbonyl complex 11 andMesPS. In the reaction of carbon sulfose-lenide at -20 °C the adduct 12 as well as the thiocarbonyl complex 13 are formed, indicating that carbon sulfoselenide can be used for the synthesis of thiocarbonyl compounds. 

Sulfur is the most common of the permanent poisons. In plants based on gasification of sulfur-containing feedstocks, in particular coal, traces of carbonyl sulfide and hydrogen sulfide may reach the synthesis converter. In plants based on natural gas, the sulfur content of the feed is very low, and furthermore the copper-based low-temperature shift catalyst and the nickel-based clean-up metha-nation catalyst act as efficient guards by irreversibly absorbing these traces of sulfur. In the earlier days of ammonia synthesis, the lubrication oil for the compressors was a common source of sulfur, but today this problem is widely recognized and examples of sulfur poisoning in the industry are rare. 

This section covers the removal of COS, CS2, and light mercaptans from gas streams by amine solutions. These are the principal organic sulfur compounds normally encountered in fuel and synthesis gases. The removal of organic sulfur compounds from liquid hydrocarbons is discussed in the next section. The presence of the above components (and many other reactive species) in a gas to be treated raises two questions (1) How much, if any, of the material will be removed during the treating operation and (2) will the impurities cause deterioration of the amine solution The question of solution deterioration by reaction with various gas impurities is discussed in detail in Chapter 3 this discussion is concerned primarily with removal of carbonyl sulfide, carbon disulfide, and mercaptans from the gas by amine solutions. 

This is the most convenient synthesis of carbonyl cyanide [1115-12-4]. The product of (8) and dimethyl sulfide is dimethyl sulfonium dicyanomethyUde... 

---