Pyridine, 2-ethylthio

The 3-amino-8-oxo derivative of 1,2,4,5,7-pentaazanaphthalene (475) is known as well as various 3-substituted derivatives of the 6,8-dioxo compound. The 3-methylthio- and 3-ethylthio-6,8-dioxo derivatives and their 7-methyl and 5,7-dimethyl analogs were prepared by ring-closure. 3-Ethylthiopyrimido[4,5-e]-as-triazine-6,8-dione was 3-substituted with alkali 2N, 100°, > 30 min) or acid 2N, 100°, < 2 hr, 70% yield) and with ammonia, aniline, piperidine, or monoalkylamines (in pyridine, 115°, 4 hr, 75-85% yield). ... 

XII/2, 736, 738 E2, 750 aus 2-Ethylthio-ethanol/Pyridin/Thio-phosphorigsaure-chlorid-diethylester und Schwefel XII/2, 731 -0,0-dicthylester-S-(ethylthio-methylester)... 

Butan 2-Benzylthio-l-nitro- IX, 129 (Kond.) X/l, 411 (Kond.) Pyridin 6-(Acetoxy-ethylthio-methyl)-2-methyl- E3, 313 [CH2-SR - CH(SR) —OAc] Pyrrolidin... 

Pyridin l-[(2-Cyan-ethylthio-t hi ocarbonyl)-ethoxyca rbonyl-methylen]- E6b/1, 364 (Py -CH2-COOR + CS2/En-CN)... 

Ethylthio-1,2-dithiolylium fluoborates react with sulfur and form 5-ethylthio-l,2-dithiole-3-thiones9 (e.g., 3->4). With water-pyridine mixtures the analogous 3-ethoxy- 1,2-dithiolylium salts (lb) give a mixture of 1,2-dithiole-3-thiones (2) and l,2-dithiol-3-ones9 (5). The reaction of 3-chloro-1,2-dithiolylium chlorides (6a) with thioacetic acid results in l,2-dithiole-3-thiones (7) probably via a 3-acylthio-1,2-dithiolylium salt (6b).10... 

The sequence can be repeated to afford polypyridines, as in the case of the preparation of terpyridine (133) and tetrakispyridine (134) from 2,6-bis(ethylthio)pyridine.88... 

Acetoxy-ethylthio-methyl)-2-methyl-pyridin liefert mit 20%iger Salzsaure 85% 2-Formyl-6-methyl-pyridin1S7 ... 

Ancillary reagents 3% TCA in methylene chloride (ABI) cap B 16% A-methyl imidazole in THE (ABI) cap A 10% acetic anhydride/ 10% 2,6-lutidine in THE (ABI) 16.9 mM I2, 49 mM pyridine, 9% water in THE (Perseptive) Burdick Jackson (Muskegon, MI) synthesis grade acetonitrile. A choice of 5-ethylthio-l-A-tetrazole solution (0.25 M in acetonitrile), prepared from the solid obtained from American International Chemical (Matick, MA), or 1-A-tetrazole... 

In a modified Pinner reaction, the cyano group of the AT-acyl amino nitrile 41 was converted to the ethylthio iminium salt 42 on treatment with ethan-ethiol in liquid HF at 77 K. The iminium salt 42 was treated with H2S gas in pyridine at 0 °C to give a dithioester derivative of the iV-acyl amino acid 43 (Scheme 10) [42]. This method has also been used to synthesize dithioesters of dipeptides. 

Types 2-n-octyl-isothiazolin-3 -one, 2,3,5,6-tetrachloro-4-(methylsulphonyl)pyridine, 4,5-dichloro-2-n-octylisothiazolin-3-one, 10,10-oxybisphenoxarsine, chlorthalonil, n-butyl-1,2-benzisothiazolin-3 -one, (N-dichlorofluoromethylthiophthalimide-(trichlorom-ethylthio)phthalimide, zinc bis(2-pyridinethiol-l-oxide)... 

The most known designer drugs are carphedone 4-chloro-2,5-dimethoxyphenethylamine (2C-C) i 5-6-(5-chloropyridin-2-yl)-7-oxo-6,7-dihydro-5H-pyrrolo[3,4-b]pyrazin-5-yM-methylpiperazine-l-carboxylate (zopiclone or Z-drug) 4-(N,N-dimethylamino sulfonyl)-7-fluoro-2,l,3-benzoxadiazole (DBD-F) dimethyltryptamine (DMTA) diphenydramine 4-ethyl-2,5-dimethoxyphenethylamine (2C-E) 4-ethylthio-2,5-dimethoxyphenethylamine (2C-T-2) 4-fluoroamphetamine (4-FMP) indan-2-amine 4-iodo-2,5-dimethoxyphenethylamine (2C-I) 1 -(4-iodo-2,5-dimethoxyphenyl)propan-2-amine (DOI) 4-isopropylthio-2,5-dimethyoxyphenethylamine (2C-T-4) meperidine 2-methylamino-l-(3,4-methylenedioxyphenyl)butan-l-one (Bk-MBDB) l-(3,4-methylenedioxybenzyl)piperazine (MDBP) 1 -(3,4-methylenedioxyphenyl)butan-2-amine (BDB) N-methyl-3,4-methylenedioxymethamphetamine (MMDA-2) N-methyl-1 -(3,4-methylenedioxyphenyl)butan-2-amine (HMDMA) N-methyl-l-(3,4-methylenedioxyphenyl)butan-3-amine (HMDMA) methylphenidate 4-methoxymethamphetamine (PMMA) l-(4-methoxyphenyl)piperazine (4-MPP) 2-(6-methyl-2-p-tolylimidazol[l,2-9]pyridine-3-yl)acetamide (zolpidem) normeperidine 4-phenylbutylamine (4-PBA) 3-phenyl-1-peopyTamine (3-PPA) and 2,4,6-trimethoxyamphetamine (TMA-6). 

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