1 -methyl-2-methylthio

Mit Trifluormethansulfenylchlorid konnen auch Trifluormethylthio-Reste direkt am C-Atom des Imidazol-Rings eingefuhrt werden637 639. Auf diese Weise wird bei — 10° aus 1-Methyl-2-methylthio-imidazol in 42% Ausbeute l-Methyl-2-methylthin-4-triflunrmethylthio-imidazol erhalten637. 

Purine, 1 -methyl-2-methylthio-6-thioxo-1,6-dihydro-amination, 5, 560 Purine, 9-methyl-8-phenyl-dipole moments, 5, 521 Purine, 9-methyl-8-phenyl-6-thiomethyl-dipole moments, 5, 521 Purine, 6-methylsulfonyl-synthesis, 5, 597... 

Methyl-5-fluoro-6-methoxy-5,6-dihydrouracil, 42B, 308 CsHi0CIN3S, 4-Amino-1-methyl-2-(methylthio)pyrimidinium chloride, 43B, 518... 

Amino-1,6-dihydro-1-methyl-2-methylthio-5-nitroso-6-0x0-pyrimidine (CgHg02NgS)... 

Die Synthese von racemischen a-Acylamino-carbonsaure-methylestern VI aus ali-phatischen Carbonsaure-nitrilen I und dem Carbanion von Methyl-(methylthio-methyl)-sulfoxid II verlauft iiber ein Enamino-sulfoxid III. Dieses lagert sich bei der N-Acylierung mit Carbonsaure-anhydriden/Pyridin in die Aminosaure-Derivate IV mn, die iiber die a-Acylamino-a-methylthio-carbonsaure-methylester V in die a-Acylamino-carbonsaure-methylester VI iibergefiihrt werden konnen1 ... 

Thiophene-2-carbaldehyde condenses easily with ethyl acetoacetate or ethyl nitroacetate in the presence of TiCU and a tertiary organic base (pyridine or N- methylmorpholine) at 0-22 °C, giving (361) (72T663). Base-catalyzed condensation of thiophene-2-carbaldehyde with methyl (methylthio)methyl sulfoxide followed by treatment with HC1 in alcohols gives (2-thienyl)acetic esters (Scheme 114) (79BCJ2013). 

Fluorine and sulfur (in the form of a methylthio group) are added to nucleophilic olefins with Markovmkov regioselectivity and anti stereoselectivity by di-methyl(methylthio)sulfonium fluoroborate and triethylamine tris(hydrogen fluoride) [177] (equation 21)... 

CARBAMIC ACID, METHYL(METHYLTHIO)-, 2.3-DIHYDRO-2,2-DIMETHYL-7-BENZOFURANYL ESTER... 

Methoxy-tetrafluor- E2, 844 Methoxy-tetramethyl- E2, 884 Methylen-trimethyl- E2, 884 Methylen-triorgano- E2, 885 Methylen-triphenyl- E2, 88, 884, 885 Methyl-methylthio-trifluor- E2, 859 Methyl-(pentaf]uor-phenyl)-triehlor- E2, 252, 254 (Methyl-phenyl-iminio)-triphenyl- E2, 889 (4-Methyl-phenyl)-phenyl-trichlor- E2, 290 (4-Methyl-phcnyl)-tetraphenyl- Xll/1, 125... 

Dimethylamino-3-[methyl-(methylthio-thiocarbonyl)-amino]- -fluorsulfat E8d, 34 [3-Thiono — 5-( = N — CS —... 

The synthesis of a-methylthionitriles in high yield by cyanosulfenylation , i.e. addition of di-methyl(methylthio)sulfonium tetrafluoroborate to alkenes, followed by reaction with a CN donator, e.g. alkali metal cyanide/HBp4 or TMS-CN (equation 15), was recently described by TrostJ ... 

In conclusion, the 1,3-dithiane unit still remains among the most valuable acyl anion equivalents, although that involving methyl methylthio sulfoxide or its diethyl analog offers the definite advantages of proceeding with metal hydride or even under phase-transfer catalysis conditions and of producing the carbonyl compound under reasonably mild conditions. 

Pyridine and methyl(methylthio)boranes, BMe (SMe)3- , form adducts which are more stable than the corresponding NMe3 adducts. The acidity of these boranes decreases with an increased number of SMe groups.246... 

CIC Linalool is responsible for the basic fruity, floral topnote. Methyl-(methylthio)-acetate and butyric acid impart the butyric, rotten character and benzyl isocyanate is the key component for the radish smell of the seeds. 

Spadone, J.-C., Matthey-Doret, W., Blank, I., Formation of methyl (methylthio)methyl disulphide in biDccoU (Brassica oleracea (L.) var. italica), 11th Weurman Flavour Research Symposium, Roskilde, Denmark, 21-25 June 2005. 

Als Synthesebausteinc fiir die Aldehyd-Herstellung (Ubersicht s. Lit.360) haben Methyl-(methylthio-methyl)-(V)360"362, Ethyl-ethylthiomethyl-sulfoxid(VI)295,363,364 bzw. l,3-Dithian-S-oxid(VII)295,364-366 Anwendung gefunden. 

This synthesis of sulfenyl chlorides can also be used in the aliphatic series although here the limitation applies that most alkylsulfur halides are too unstable to be isolated from solution. In general, and also in the aromatic series, sulfenyl chlorides are easier to prepare than the bromides, whilst the iodides are known only in a few cases and the fluorides not at all. As an example, Schneider,665 chlorinating methanethiol in anhydrous carbon tetrachloride at —15°, obtained dimethyl disulfide dichloride [chloro(methyl)(methylthio)-sulfonium chloride] which passed into methanesulfenyl chloride when allowed to warm slowly to room temperature ... 

ALDEHYDES Lithium methylthio-formaldine. 2-(N-Methyl-N-formyl)-aminopyrldine. Methyl methylthio sulfoxide. 2-Methylthio-l, 4-diphenyl-... 

The totai annuai voiume of production of the 51 simpie aiiphatic and aromatic suifides and thiois is approximateiy 182 kg in Europe (European Fiavour and Fragrance Association, 2005), 80 kg in the United States of America (USA) (Flavor and Extract Manufacturers Association, 2006) and 3 kg in Japan (Japanese Flavor and Fragrance Manufacturers Association, 2002). in Europe, approximately 72% of the total volume is accounted for solely by diethyl trisulfide (No. 1701), whereas in the USA, (S)-1-methoxy-3-heptanethiol (No. 1671), ( )-isobutyl 3-methylthiobutyrate (No. 1677), methyl (methylthio)acetate (No. 1691), bis(1-mercaptopropyl)sulfide (No. 1709) and S-allyl-L-cysteine (No. 1710) account for 84% of the total volume of production. The daily per capita intake of each agent is reported in Table 1. Annual volumes of production of this group of flavouring agents are summarized in Table 2. 

Yes. The NOEL of 1.4 mg/kg bw per day forthe related substance 2-(methylthiomethyl)-3-phenylpropenal (No. 505) (Cox et al., 1978) is at least 70 000 times the estimated daily intake of methyl (methylthio)acetate when used as a flavouring agent. 

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