2-Mercapto-5-methoxy

BenzotblazoI 2-Mercapto-5-methoxy- E8b, 882 (2-NH2-thiophenol + CS2) Thicno 3,4-b thiophen 2-Cyan-3-hydroxy-6-methyl-4,6-dihydro-E6a, 263 (3-SNa-4-COOR-2-CH3 2,5-H2-thiophen + C1-CH2-CN)... 

Mercapto-cthyl)-2-thiono-2,3-dihydro- 1025 2-Mercapto-5-methoxy- 882 2-Mercapto-6-inethoxy- 977 2-Mercapto-6-methyl- 977 2-Mercapto-6-methyl-4-nitro- 977 2-Mercapto-5-nitro- 873 2-Mercapto-4-nitro-6-trifluormethyl- 914 2-Mercapto-4,5,6,7-tetrachlor- 960 2-Mercapto-4,5,6,7-tetrahydro- 87 2-(2-Mercapto-1,3-thiazol-4-yl)- 77, 987 2-Methansulfonyl- 979 2-(Methoximino-methyl)- 938... 

The prefix thioxo- is used for naming =S in a thioketone. Sulfur analogs of acetals are named as alkylthio- or arylthio-. For example, CH3CH(SCH3)OCH3 is l-methoxy-l-(methylthio)ethane. Prefix forms for -carbothioic acids are hydroxy(thiocarbonyl)- when referring to the O-substituted acid and mercapto(carbonyl)- for the S-substituted acid. 

Hydroxy and mercapto substituents at the 3- and 5-positions can also exist in tautomeric forms (see Section 4.01.5.2) and can be alkylated at either the substituent or the ring nitrogen atom. 3-Methoxy groups are not replaced by nucleophiles, but both 3- and 5-alkylthio groups react readily, as does 3-methoxy-l,2-benzisothiazole. Alkylthio compounds can be oxidized to sulfoxides and sulfones, and the latter readily undergo nucleophilic replacement. All the hydroxy compounds react with phosphorus pentachloride to give the chloro derivatives. 

Benzo[b]thiophene, 3-mercapto-2-methyl-synthesis, 4, 931 Benzo[6]thiophene, 2-methoxy-lithiation, 4, 773 synthesis, 4, 929 Benzo[6]thiophene, 3-methoxy-alkylation, 4, 765 synthesis, 4, 929 Benzo[6]thiophene, 4-methoxy-anodic oxidation, 4, 798 Benzo[6]thiophene, 5-methoxy-synthesis, 4, 929 Benzo[6]thiophene, 6-methoxy-synthesis, 4, 929 Benzo[6]thiophene, 7-methoxy-synthesis, 4, 929-930... 

Imidazole, 1 -hydroxy-2,4,5-triphenyl-3-oxides reactions, S, 455 Imidazole, iodo-nitrodehalogenation, 5, 396-397 Imidazole, 1-iodo-reactions, S, 454 stability, S, 110 Imidazole, 2-iodo-synthesis, S, 401 Imidazole, N-iodo-, S, 393 reactions, 5, 454 Imidazole, 4-iodo-5-methyl-iodination, 5, 400 Imidazole, 2-isopropyl-4-nitro-N-nitration, 5, 351 Imidazole, 2-lithio-reactions, S, 106, 448 Imidazole, 2-mercapto-l-methyl-as antithyroid drug, 1, 171 mass spectra, 5, 358 Imidazole, 1-methoxymethyl-acylation, S, 402 Imidazole, 5-methoxy-l-methyl-reactions... 

Indazole, 5,5-dimethyl-3-trifluoromethyl-4,5-dihydro-trichomonacidal activity, 5, 291 Indazole, 2-ethoxycarbonyl-reactions, 5, 269 Indazole, 3-fluoro-synthesis, S, 263 Indazole, 1-germyl-synthesis, 5, 236 Indazole, 1-glycosyl-synthesis, 5, 289 Indazole, 2-glycosyl-synthesis, 5, 289 Indazole, halo-reactions, S, 266 Indazole, 2-hydroxy-methylation, 5, 269 Indazole, 3-hydroxy-reactions, S, 264 Indazole, 6-hydroxy-diazo coupling, 5, 86 Indazole, hydroxyphenyl-synthesis, S, 288 Indazole, 3-iodo-synthesis, S, 241 Indazole, l-isopropyl-3-phenyl-reduction, 5, 243 Indazole, 3-mercapto-1 -substituted tautomerism, 5, 265 Indazole, methoxy-... 

Indole, 3-hydroxymethyl-2-phenyl-stability, 4, 272 Indole, I-hydroxy-2-phenyl-synthesis, 4, 363 Indole, 2-iodo-synthesis, 4, 216 Indole, 3-iodo-reaetions, 4, 307 synthesis, 4, 216 Indole, 2-iodo-l-methyl-reaetions, 4, 307 Indole, 2-lithio-synthesis, 4, 308 Indole, 3-lithio-synthesis, 4, 308 Indole, 2-mereapto-tautomerism, 4, 38, 199 Indole, 3-mercapto-tautomerism, 4, 38, 199 Indole, 3-methoxy-synthesis, 4, 367 Indole, 5-methoxy-oxidation, 4, 248 Indole, 7-methoxy-2,3-dimethyl-aeetylation, 4, 219 benzoylation, 4, 219 Indole, 5-methoxy-l-methyl-reduetion, 4, 256 Indole, 5-methoxy-l-methyl-3-(2-dimethylaminoethyl)-reaetions... 

Purine, 6-iodo-alkylation, 5, 530 synthesis, 5, 563, 597 Purine, 6-iodo-9- -D-(2,3,5-tri-0-acetyl)ribofuranosyl-synthesis, 5, 598 Purine, 9-isopropyl-deuterium-hydrogen exchange, 5, 527 Purine, 9-(2,3-0-isopropylidene-/3-D-ribofuranosyl)-6-methoxy-synthesis, 5, 584 Purine, 6-mercapto-biological activity, 5, 604 metabolism, 1, 237 as pharmaceutical, 1, 159 tautomerism, 5, 509 Purine, 2-methoxy-synthesis, 5, 596 Purine, 6-methoxy-irradiation, 5, 543 riboside... 

Pyrazole, 5-hydroxy-3-methyl-l-phenyl-4-[(o-tolylazo)]-as dyestuff, 5, 299 Pyrazole, 4-iodo-synthesis, 5, 241 Pyrazole, IV-iodo-reactions, 5, 270 synthesis, 5, 234 Pyrazole, 5-mercapto-tautomerism, 5, 265 Pyrazole, methoxy-pharmaceutical activity, 5, 294 reactions... 

Selenophene, 2,5-dimethyl-3-mercapto-synthesis, 4, 956 tautomerism, 4, 946 Selenophene, 2,4-diphenyl-synthesis, 4, 135 Selenophene, 2,5-diphenyl-lithiation, 4, 949 UV spectra, 4, 941 Selenophene, 2-ethoxycarbonyl-mercuration, 4, 946 Selenophene, halo-reactions, 4, 955 Selenophene, 2-hydroxy-Michael reaction, 4, 953 tautomerism, 4, 36, 945, 953 Selenophene, 3-hydroxy-tautomerism, 4, 36, 945 Selenophene, 3-hydroxy-2,5-dimethyl-tautomerism, 4, 945, 953 Selenophene, 2-hydroxy-5-methyl-methylation, 4, 953 tautomerism, 4, 945 Selenophene, 2-hydroxy-5-methylthio-tautomerism, 4, 945 Selenophene, 3-iodo-synthesis, 4, 955 Selenophene, 3-lithio-reactions, 4, 79 synthesis, 4, 955 Selenophene, 2-mercapto-tautomerism, 4, 38 Selenophene, 3-mercapto-tautomerism, 4, 38 Selenophene, 2-mercapto-5-methyl-synthesis, 4, 956 tautomerism, 4, 946 Selenophene, 3-methoxy-lithiation, 4, 949, 955 synthesis, 4, 955 Selenophene, methyl-oxidation, 4, 951 synthesis, 4, 963 Selenophene, 2-methyl-lithiation, 4, 949 Selenophene, 3-methyl-synthesis, 4, 963... 

Direct replacement of methoxy, mercapto, and methylmercapto groups by amino or substituted amino groups has been used for the preparation of 4-alkylaminoquinazolines. Some 2-alkylaminoquin-azolines have been prepared most conveniently by displacement of the methylmercapto group (see 6c). 

With Sulfur Nucleophiles N-Carboxy-protected aziridine-2-carboxylates react with thiols to give P-mercapto-ot-amino acid derivatives. The reaction is usually catalyzed by BF3 and the yields range from fair to excellent [15, 16, 108-111]. With N-unprotected 3-substituted aziridine-2-carboxylates, the ring-opening with thiols usually takes place with anti stereoselectivity, especially in the case of the C-3 aliphatic substituted substrates. In cases in which C-3 is aromatic, however, the stereoselectivity has been found to be a function of the substitution pattern on the aromatic ring 3-p-methoxy ph eri yl-su bs li In led aziridines 143a (Scheme 3.51) and... 

Diese Nachteile konnen durch Methylierung4 7 bzw. Acetylierung8 der phenolischen Hydroxy-Gruppe iiberwunden werden. Die Tab. 15 (S. 167) gibt einen Oberblick iiber ei-nige aus Hydroxy-, Methoxy- und Mercapto-carbonsauren durch Reduktion mit Lithiumalanat hergestellten Alkohole. 

Tab. 15 Alkohole durch Reduktion von Hydroxy-, Methoxy- und Mercapto-carbonsauren...

Isopropyl -1 -athoxycarbonyl - 5 65 Mercapto- 449 Mcthoxy- 283, 431 Methoxy-methvl- 587 Methyl- 522... 

Hydroxy- 262 4-Mercapto-l-phenyl- 594 4-Methoxy-l-phenyl- 594f 4-Methoxy-1 -phenyl-1,2-dihydro- 594... 

In the series of a-substituted nitrones, the a-methoxy nitrones are the most easily oxidized nitrone derivatives. The study of electrochemical behavior of acyclic a-methoxy-, a-amino-, a-cyano- and a-mercapto-nitrones has shown an irreversible one-electron oxidation of the nitrone group (429). 

CH2)2 — OC113 5-IsopropyI-2-mercapto-]-(2-methoxy-ethyl)-... 58 122a... 

Brom-5-formyl-l-( 4-methoxy-henzyl)-imidazol l-Benzyl-4-brom-5-carboxy-...946 /-Benzyl-4-brom-5-mercapto-...946 4-Brom-5-methoxycarbonyl-]-methyl-...1047 1033 50% 67% 68% 50% ... 

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