Ethanethiols 2-amino

See Furfuryl thioacetate Ethanethiol. See Ethyl mercaptan Ethanethiol, 2-amino-, hydrochloride. See Cysteamine HCI... 

The action of nitrous acid on the benzodiazepine A -oxide 38 gives the nitrosoamino derivative 39,234 which reacts with alcohols, ethanethiol and various amino compounds, such as hydrazines and guanidine, by replacement of the methyl(nitroso)amino group.235 Reaction with aziridine affords the aziridinyl compound 40f or the 2-(aziridin-l-yl)ethylainino derivative 40g, depending on the conditions. 

Thiamine was biosynthesized by resting cells of S. typhimurium strain thilO/T-ath-383, which can synthesize thiamine from exogenous glucose, AIRs, and thiazole.54 Derepression was achieved by conventional means. The organism was cultivated in the presence of a suboptimal amount of thiamine (20 nM), the washed cells were resuspended in a minimal medium containing glucose (10 mM), thiazole (1-2 mM), and labeled AIRs (10 p,M). During the incubation (1.5 hours 37°C), the level of thiamine diphosphate in the cells had risen from about 0.04 to 0.5 nmol/mg. In work with molecules labeled with stable isotopes, thiamine was extracted and cleaved by ethanethiol to 4-amino-5-(ethyl-... 

CN 2-[(3-aminopropyl)amino]ethanethiol dihydrogen phosphate (ester)... 

Mercaptomethylpyridine forms a zinc complex of the form ZnL2, and the zinc has a tetrahedral N2S2 geometry.125 Similarly, the monomeric tetrahedral zinc complex of 2-(dimethyl-amino)ethanethiolate, ZnL2, was structurally characterized.856... 

Difluoroacetic anhydride reacts similarly with alanine and this process affords 2-(difluoromethyl)-4-methyl-5(277)-oxazolone 7. Treatment of 7 with hydrogen bromide in acetic acid in the presence of ethanethiol yields 8 that was converted to 3,3-difluoroalanine 11 in several steps as shown in Scheme 7.3. ° This reaction opened the way to prepare p,(3-difluoro amino acids. 

Oxovanadium(IV) complexes with SBs derived from Hsal or substituted Hsal and 2-amino-ethanethiol (83) and 3-aminothiophenol (84) were reported by Syamal756-758 and some properties are summarized in Table 40. The corresponding ligands with oxygen atoms instead of sulfur form tridentate complexes with antiferromagnetic properties (see Section 33.5.9.1.iv). 

Allyl phosphates, 506 Allylsilanes, 43, 71-72, 529, 575 Allyl sulfones, 512 Allyltitaniiun ate complexes, 376-377 Allyltri-n-butyltin, 15-16 Allyltrimethylsilane, 16-20, 532 Allyltrimethyltin, 20-21 Almusone, 51 Alpine Boranc, 429 Alumina, 22-24 Aluminum amalgam, 24-25 Aluminum ate complexes, 17 Aluminum chloride, 25-28, 100 Aluminum chloride-ethanethiol, 28-29 Aluminum isopropoxide, 29, 296 Amidoalkylation, 16-17 Amidomercuration, 317 Animation, 221 Amino acid esters, 360... 

Figure 5. Formation of secondary reaction products involved in production of l-(methylthio)ethanethiol by Strecker degradation of amino acids. (Reproduced from Ref. 49. Copyright 1972, American Chemical Society.)...

Further derivatization of DTPA bis-anhydride has led to the introduction of ferric-selective moieties (20)116-1. Other derivatives of DTPA produced are DTPA - bis(-3-ami-do-4-thiol-benzotrifluoride), a chelating agent which can be monitored by 19F-NMR116, and a fluorescent DTPA derivative formed by reacting the bisanhydride with 7-amino-4-methyl coumarin116. Reaction of ethylene sulphide with HPDTA leads to the 0-2-ethanethiol derivative (21)116. ... 

The hydroxylated surfaces are reacted with epichlorohydrin (0.5 M) in solution D, for 4 h at room temperature. The surface is washed sequentially with water, ethanol, and water. Solution E (5 mL) containing each amino-ethanethiol-activated ligand (5 mM) and mercaptoethanol (5 niA/) is hand spotted on the gold surface in predefined linear positions and reacts for 12 h at room temperature, after which the slide is immersed in DMF (50 mL) to remove unbound ligands. 

Used for the precolumn preparation of fluorescent derivatives of amines and amino acids, in the presence of mercaptoethanol (or ethanethiol) and borate buffer Reference 1... 

N- 2-((2-((Triphenylmethyl)thio)ethyl)amino)acetyl -S-(triphenylmethyl)-2-amino-ethanethiol (16 mmol) was dissolved in 10 ml CH2CI2, 3-chloropropyltriflate (8 mmol) added, the mixture stirred at ambient room temperature 2 hours, and an additional 90 ml CH2CI2 added. The solution was filtered, purified by chromatography using silica gel with EtOAc/hexanes, 1 1, and the product isolated in 72%, mp = 55-56°C. H-NMR, IR, elemental analysis data supplied. 

Embedded within this list of DPE of the amino acids are two unexpected results concerning what is the most acidic proton. The first case is cysteine, where one might ask which is more acidic, the carboxylate proton or the thiol proton Kass and Poutsma" note that, in general, the gas-phase acidity of carboxylic acids is greater than thiols the DPE of propanoic acid (CH3CH2CO2H) is 347.7 kcal mol at G3B3 (347.2 expt about 6 kcal mol less than that of ethanethiol (CH2CH2SH ... 

In this chapter, we presented the principal products of RVX hydrolysis with excess water in an acid medium. It has been shown that after the 3 months exposure, close to 1% of the initial amount of RVX in the solution could be detected. According to data on RVX hydrolysis with an equimolar amount of water, the autocatalytic hydrolysis of RVX was almost completed after 3 months, since the RVX content in the sample was no more than 0.01%. Moreover, the reaction mixture was much poorer than in the case of hydrolysis with excess water. Isobutyl MPA, which catalyzes RVX degradation, was detected as the major component of the reaction mixture. Yang et al (1996) found 2-(diethyl amino)ethanethiol as the second major component of the mixture, but in our experiment it was almost completely converted into bis[2-(diethylamino)ethyl]disulfide. 

Pathak, U., Raza, S.K., Kulkami, A.S., Vijayaraghavan, R., Kumar, P., Jiaswal, D.K. (2004). Novel S-substituted amino-alkylamino ethanethiols potential antidotes against sulfur mustard toxicity. J. Med. Chem 47 3817-22. 

Condensation of 6-amino-5-nitrosouracils with ethanethiol and phenyl-methanethiol leads to formation of 8-substituted xanthines and 1,2,5-thiadiazolo[3,4-t/]pyrimidines [75JCS(P1) 1857]. Oxidation with lead tetraacetate forms furazano[3,4-with sodium nitrite or potassium nitrate and subsequent heating in DMF [73JHC415, 73JHC993 76JCS(P 1) 1327] (Scheme 65). 

Reaction of 5-bromo-6-chloroisocytosine 115 (Scheme 41) with 2-amino-ethanethiol derivatives has been extensively studied by Maki and coworkers [62,63] aimed at the synthesis of folic acid analogues. Treatment of 115 with amino-thiol 116 (R = R = H) in ethanol at reflux temperature in the presence of phosphate buffer at pH 7 provided bicyclic product 121 (R = R = H) in 50% yield. An analogous reaction of aminothiols 116 (R = CH2OH, R = H) and 116 (R = H, R = CH2OH) provided products in 37 and 67% yield, respectively. The mechanism of the reaction is indicated in the scheme. 

Over the years, several techniques have been developed to elucidate the structure of a new lantibiotic. The extensive post-translational modifications limit Edman degradation to a stretch of amino acids from the N-terminus to the first modification. Various chemical derivatization techniques have been used to allow continuation of the sequence and to reveal the position of the posttranslationaUy modified residues. Originally, these techniques relied on treatment with ethanethiol under highly basic conditions that result in elimination reactions of the thioethers... 

Carbamoylpyrazine was methylated to 3-carbamoyl-l -methylpyrazinium iodide by methyl iodide in methanol at reflux (138) and by methyl iodide in dimethyl sulfoxide at room temperature (666) under the latter conditions the rate of methylation relative to pyrazine was 0.53 (666). 3-Carbamoyl-l-methylpyrazinium iodide reacted with liquid ammonia at — 40° to give 2-amino-5-carbamoyl-l-methyl-1,2-dihydropyrazine (46) (609). With nitromethide ions in liquid ammonia, none of the carbon addition reaction was found (721), but with ethanethiolate ion in liquid ammonia it gave 5-carbamoyl-2-ethylthio-l-methyl-1,2-dihydropyrazine (721). 2-(4 -Morpholino)carbonylpyrazine with methyl iodide gave 3-(4 -morpholino)-carbonyl-1-methylpyrazinium iodide (870). 

The reactions of pyrazine with sodium amide in liquid ammonia to give the anion of 2-amino-1,2-dihydropyrazine (608), and of 3-substituted 1-methylpyrazinium ions with liquid anunonia to give 3(or 5)-substituted 2-amino-1-methyl-1,2-dihydro-pyrazines (609) have been described in Section IV. 1C. Similar reactions of pyrazine with phenyllithium at —45° in tetrahydrofuran (720a) and of 1,2,5-trimethyl-pyrazinium salts in liquid ammonia with nitromethide and ethanethiolate anions (721) have been described in Section IV.2C(8). 

Allyltetramethylphosphorodiamidate, 5 N-Allylthioamides, 31 Allyltin difluoroiodide, 6, 374 ir-AUyltifanium complexes, 131 Allyltrimethylsilane, 1,6-8 AUyltrimethylsilylzinc chloride, 8 Allyl vinyl ethers, 157 Alumina, 8-9, 335 Aluminum chloride, 9-11, 262 Aluminum chloride-Ethanethiol, 11 Alluminum telluride, 205 Amidines, 347-348 a-Amino alcohols, 10 (3-Amino alcohols, 3, 117-118, 381 7-Amino alcohols, 236-237 4-Amino-2-azabutadienes, 157... 

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