1 -Methyl-1 - ethyl thiols

Reaction of ethyl cyanoacetate with ethyl thiol acetate produces a and mixture of the dihydrothiazole derivative 80. This is ji-alkylated with methyl iodide and base (8 ), the active methylene group is brominated (82), and then a displacement with piperidine (83) is performed. Hydrolysis completes the synthesis of the diuretic agent, ozolinone (84). 

Methyl 2-methyl-3-methylthio-4,6-benzylidene-/S-i>-idoside to methyl 2-methyl-3-de8Oxy-4,6-benzylidene-0-D-idoside Methyl 3-methylthio-5-L-xyloside to methyl 3-desoxy-/J-o-xyloside Ethyl thiol-D-ribonate tetraacetate to aldehydo-D-ribose tetraacetate Methyl thiol-D-gluconate pentaacetate to D-glucitol hexaacetate Ethyl tetraacetyl-0-D-glucopyranosyl xanthate to 1,5-anhydro-D-glucitol tetraacetate... 

N,N-diR,aminoethane-2-thiol and corresponding protonated salts R, = methyl ethyl n-propyl isopropyl... 

The yV-[2,3t5,6-tetrafluoro-4-(N -piperidino)-phenyl]--/V-allyloxycarbonylamino-methyl (Fnam) group is an alternative allylic protector for thiols with higher acid stability than the Alocam group albeit at the expense of much greater complexity. The Fnam group is introduced by reacting the thiol with methyl ethyl... 

Studies conducted in rabbit liver microsomes on the metabolism of methyl, ethyl, isopropyl and propyl thiols show that rabbit liver catalyses the S-methylation of short-chain alkane thiols to yield the corresponding methyl sulfides. The coenzyme in this process is S-adenosyl-L-methionine. The resulting methyl sulfides are further metabolized by formation of the corresponding sulfoxide and sulfone (Holloway et al., 1979). The methylation of short-chain alkyl thiols to methylthioethers acts as a detoxication mechanism for the reactive sulfhydryl group (Holloway et al., 1979),... 

Radiolabelled metabolites were identified in the urine, carcass and intestines of mice after the administration of a single subcutaneous 10 mg dose of S-labelled diethyl disulfide (approximately 400 mg/kg bw) in an aqueous vehicle. Ethyl methyl sulfone was detected in the urine, carcass and intestines of mice after a single oral dose of 160 mg diethyl disulfide/kg bw. This product forms via reduction of diethyl disulfide to ethyl thiol, which is subsequently methylated to methyl ethyl sulfide. The sulfide is then oxidized to the corresponding sulfone. Sulfate accounted for 80-90% of the radioactivity in urine. Ethyl methyl sulfone was also detected in the urine of rabbits and guinea-pigs after single oral doses of 200 and 185 mg diethyl disulfide/ kg bw, respeotively (Snow, 1957). 

The thiol was prepared from the commercially available diethylene glycol mono-n-alkylether R-0-(CH2)2-0 (CH2)2 0H (where R is methyl, ethyl or butyl) according to the following equations ... 

The use of contact angle measurements to complement electrochemical techniques for the study of adsorption of thiols at metals and metal sulfides was first applied to the interaction of methyl, ethyl, and butyl... 

Ethyl-cf-chloroacetoacetate gives 5-carbethoxy-4-methyl-2-thiazole thiol (387), while 3-chloro-2,4-pentanedione affords the 2-mercapto-4-methyl-5-thiazolylmethylketone in good yield (74%) (387). 

Tiazofurine (142) is an antimetabolite with antineoplastic activity. It preferentially affects leukemic lymphocytes over normal cells due to selective activation by formation of its adenine dinucleotide by transformed cells. Of the syntheses available, one starts by conversion of iniidate 138 to methyl 2,5-anhydroallonothioate (139). Next, condensation with ethyl 2-amino-2-cyanoac-etate leads to the thioamide which undergoes thiol addition to the nitrile function to produce the amminothiazolecarboxyester system of 140 directly. Sodium nitrite in aqueous hypophosphorus acid eliminates the superfluous amino group via the diazonium transformation to give 141. This synthesis of tiazofurine (142) concludes by ester amide exchange in methanolic ammonia [48]. 

A sample of distilled base in cold isopropanol is treated with excess methyl iodide, left at room temperature overnight, diluted with 5 volumes of ethyl acetate and filtered from the methiodide salt. This is purified by crystallization from mixtures of isopropanol and ethyl acetate, filtering hot to remove an impurity of low solubility. The pure methiodide is obtained as a white solid, MP 124° to 124.5°C, containing 99 mol percent thiol isomer. 

Chemical Name N-[2-[ [ [5-(Dimethylamino)methyl-2-furanyl] methyl] thiol ethyl] -N -methyl-2-nitro-l, 1 -ethenedlamlne... 

The aziridine aldehyde 56 undergoes a facile Baylis-Hillman reaction with methyl or ethyl acrylate, acrylonitrile, methyl vinyl ketone, and vinyl sulfone [60]. The adducts 57 were obtained as mixtures of syn- and anfz-diastereomers. The synthetic utility of the Baylis-Hillman adducts was also investigated. With acetic anhydride in pyridine an SN2 -type substitution of the initially formed allylic acetate by an acetoxy group takes place to give product 58. Nucleophilic reactions of this product with, e. g., morpholine, thiol/Et3N, or sodium azide in DMSO resulted in an apparent displacement of the acetoxy group. Tentatively, this result may be explained by invoking the initial formation of an ionic intermediate 59, which is then followed by the reaction with the nucleophile as shown in Scheme 43. 

Methyl- l-[methyl-(2-pyridin-2-yl-ethyl)amino]propane-2-thiol (108) is a tridentate N2S ligand with an aliphatic thiolate ligand. The single-crystal X-ray structures demonstrate that the zinc complexes are close structural analogs of the His2Cys site found in peptide deformylase.873... 

Heterocyclic fluorophores based on the benzoxadiazole nucleous, namely 4-nitrobenz-2-oxa-l,3-diazole (NBD) 14 derivatives/analogs, have been widely used as derivatization reagents for analysis purposes. Examples include the amino- or thiol reactive 4-fluoro-7-nitrobenz-2-oxa-l,3-diazole (NBD-F) 15 and 4-chloro-7-nitrobenz-2-oxa-1,3-diazole (NBD-C1) 16 [45-50] and the thiol-reactive /V-((2-(iodoacetoxy)ethyl)-/V-methyl)amino-7-nitrobenz-2-oxa-1,3-dia-zole (IANBD ester) 17 [51] and 7-chlorobenz-2-oxa-l,3-diazole-4-sulfonate (SBD-C1) 18 [52], NBD-F and NBD-C1 derivatives can be excited at about 470 nm by using the relatively inexpensive and reliable argon ion lasers or newer diode pumped solid state (DPSS) lasers. NBD-F has been used as a labeling tag in various capillary electrophoresis (CE) experiments for amino acids [53-57] including the monitorization of in vivo dynamics of amino acids neurotransmitters [58]. 

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