Thiols Thionyl chloride

Thiol protection, 59, 190 Thiono esters, reaction with ethyl isocyanoacetate, 59,187 Thionyl chloride, 55, 27 Thiophenol, 55, 122 58, 144 Thorium dodecanedioate, 56,110 Toluene, 56, 86 58,125 p-Toluenesulfonates, reaction with organo-cuprates, 55,112 p-Toluenesulfonic acid, 58, 57, 63 p-Toluenesulfonic acid, monohydrate, 56,44... 

In one synthesis of this drug, L-proline (11-2) is acylated with the acid chloride (11-1) obtained from the addition of hydrogen chloride to the double bond in methacrylic acid followed by reaction with thionyl chloride to give amide (11-3) as a mixture of diastereomers. The pure 2S isomer is then isolated from the mixture by fractionation as the dicyclohexylamine salt. Treatment of that compound with ammonium hydrosulfide leads to the displacement of chlorine by a thiol group and the formation of captopril (11-4) [13]. 

Thioacetals and ketals Bromodimethylborane, 47 Thionyl chloride-Silica, 297 Thioaldehydes and ketones 2,4-Bis(4-methoxyphenyl)-1,3-dithia-2,4-diphosphetane-2,4-disulfide, 38 Tetrabutylammonium fluoride, 286 Thiols... 

In Scheme 8, the 3-hydrazinopyrazolo[3,4-< ][l,2,4]triazine (103) has been used as a template for the build up of the pyrazolotetrazolotriazine (105) and a series of pyrazolotriazolotriazines (104a-d) <84JHC1565>. The hydrazine derivative is produced by nucleophilic displacement of the thiol (see Section 7.13.9). The 5,6-diamino[l,2,5]thiadiazolo[3,4-i]pyrazine (106) reacts with thionyl chloride to produce the tricyclic conjugated mesomeric betaine (107) (Equation (6)). 

An inexpensive method for activating succinamidopropyl matrices involves treatment with thionyl chloride (26). Although the chemistry of the resulting activation is not understood, it has been shown that the activated surface will react only with thiol or amino groups yielding a covalent bond. Furthermore, the activated matrix can be stored for long periods and immobilization of enzyme can be achieved simply by adding a solution of the enzyme to the activated matrix. 

The postulated intermediates RS S(0)-OH and R2S3O could not be observed, but trisulfane 2-oxides (RS)2SO, are known from the reaction of thiols with thionyl chloride (equation 44). ... 

The crystal and molecular structures of disulfane 1-oxides (R = 4-tolyl) and of trisulfane 2-oxides have been determined by X-ray diffraction. The latter compounds are usually obtained from thionyl chloride and thiols (RSH) in ether or in the presence of pyridine (equations 154 and... 

Several positive halogen compounds such as NBS, NCS, (dichloroiodo)benzene (PhlCh), sulfuryl chloride, thionyl chloride, 2,4,4,6-tetrabromocyclohexa-2,5-dienone and diethyl bromomalonate etc. react with foiols to produce initially RSX, which then reacts with excess thiol to give disulfides. Tri-... 

Diethyl difluoroalkylphosphonates (235), when subjected to chlorination by thionyl chloride, are smoothly transformed into difluoroalkylphosphonyl dichloride (236). Esterification of the latter with different thiols under basic conditions delivers new difluoroalkylphosphonodithioates (237) in good yield. Exposure of these compounds to Lawesson s reagent converts P=0 into P=S giving new difluoroalkylphosphonotrithioates (238) (Scheme 65)." ... 

By using a multistep procedure, DNA molecules have been covalently attached to SWNTs. First, the purified SWNTs were oxidized to form carboxylic acid groups at the ends and sidewalls, followed by reaction with thionyl chloride and ethylenediamine to produce amine-terminated sites. The amines were then reacted with the heterobifunctional cross-linker succinimi-dyl 4-(iV-maleimidomethyl)cyclohexane-l-carboxylate (SMCC), leaving the surface terminated with maleimide groups. Finally, thiol-terminated DNA reacted with these groups to produce DNA-modified SWNTs [161]. AAHien DNA is covalently attached to SWNTs, a better stability, accessibility and selectivity are expected during competitive hybridization. 

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