3-ethyl-5-methylthio-2- 2,3-dihydro

Treatment of ethyl 10-methylthio-9-fluoro-3-methyl-2,3-dihydro-7-oxo-7//-pyrido[l,2,3- 7e]-l,4-benzoxazine-6-carboxylate with oxone in aqueous MeOH at 0°C afforded 10-methylsulfonyl derivative (99H(51)1563). Methylthio group in a 7-(4-methylthiophenyl)-5-oxo-2,3-dihydro-5//-pyrido[l,2,3- 7e]-l,4-benzoxazine-3-carboxamide was oxidized to a sulfoxide and a sulfone group (OOMIPl). 

A mixture containing 1.33 g of 5,8-dihydro-8-ethyl-2-methylthio-5-oxopyridol [2,3-d]-pyrimidine-6-carboxylic acid, 1,94 g of piperazine hexahydrate and 20 ml of dimethyl sulfoxide was heated at 110°C for 1 hour with stirring. The separated solid was collected by filtration, washed with ethanol, and then dried at Such a temperature that did not rise above 50°C to give 1,57 g of the trihydrate of the product as nearly colorless needles,... 

Chemical Name Dihydro-5-(l-methylbutyl)-5-[2-(methylthio)ethyl]-2-thioxo-4,6-(lH,5H)pyrimidinedione monosodium salt... 

The starting material is produced by reacting 6-amino-2-methylthiopyrimidine with ethoxymethylene malonic acid diethyl ester. That intermediate is thermally treated in diphenyl ether to give 6-ethoxycarbonyl-2-methylthio-5-oxo-5,8-dihydro-pyrido[2,3-d]pyrimidine. The ethoxy group is hydrolyzed off with sodium hydroxide and one nitrogen is ethylated with diethyl sulfate to give the starting material. These are the same initial steps as used in the pipemidic acid syntheses earlier in this volume. 

Bromo-1 -ethyl-4-oxo-1,4-dihydro-l, 5-naphthyridine-3-carboxylic acid gave l-ethyl-7-methylthio-4-oxo-1,4-dihydro-1,5-naphthyridine-3-carboxylic acid... 

Ethyl-6-methoxy-4-oxo-1,4-dihydro-1, 5-naphthyridine-3-carboxylic acid 1 -Ethyl-7-methoxy-4-oxo-1,4-dihydro-1, 5-naphthyridine-3-carboxylic acid Ethyl 5-methyl-4,8-dioxo-1,4,5,8-tetrahydro-1,5-naphthyridine-3-carboxylate 3-Ethyl- 1-methyl- l,5-naphthyridin-2(l/7)-one Ethyl 7-methyl-4-oxo-1,4-dihydro-1, 5-naphthyridine-3-carboxylate 1 -Ethyl-7-methyl-4-oxo-1,4-dihydro-1, 5-naphthyridine-3-carboxylic acid 1 -Ethyl-7-methylthio-4-oxo-1,4-dihydro-1, 5-naphthyridine-3-carboxylic acid... 

Ethyl-7-methylthio-4-oxo-1,4-dihydro-1, 6-naphthyridine-3-carboxylic acid... 

Thiazin 5-Cyan-2-ethyl-2-methyl-6-methylthio-4-oxo-3,4-dihydro- E14a/3, 510 [HS-C(SR)=C(CN) — CO-NHj + Keton]... 

ALDEHYDES 1,3-Bis(methylthio)alIyI-litl1lum. 2,4-DimethyIthiazole. Ethyl vinyl ether. Methyl methylthlomethyl sulfoxide. 2-Methyl-3-thiazoline. NickcF aluminum alloy. Sodium tetracaibonylfer-rate(-II). 1,1,3,3-Tetramethy Ibutyl isocyanide. 2,4,4,6-Tettamethyl-S,6-dihydro-1,3-(4H)-oxazine. Thallium(III) nitrate. 

CIC Green, fruity, fatty esters like (Z)-3-hexenyl butyrate, (Z)-3-hexenyl hexanoate, 2-ethyl hexenoate, 2-ethyl-octenoate form the basic fruity body. Nerol oxide and edulan add an ethereal, fresh, green, sharp, floral topnote. The floral note (mainly in the purple variety) is represented by linalool with a complex of ionone derivatives, mainly beta-ionone, dihydro-beta-ionone, theaspirone, damascenone. The key components for the green, exotic, sulfury topnote of the yellow variety are 2-methyl-4-propyl-l,3-oxathiane and 3-methylthio-l-hexanol. 

CIC the earthy odour of fresh potatoes is represented by 2-isopropyl-3-methoxy pyrazine. This earthy note is supported by the mushroom character of l-octen-3-ol. The key component of boiled potatoes is 3-(methylthio)-propanal, balanced with dimethyl sulphide. The high reaction temperatures in baked and fried potatoes start the Maillard reaction to form mainly heterocyclic components 2-ethyl-3,5-dimethyl pyrazine, 2-ethyl-6-vinyl pyrazine, 5-methyl-6,7-dihydro-(5H)cyclopenta-pyrazine, 2-acetyl-l,4,5,6-tetrahydro-pyridine are responsible for the roasted, nutty cracker-like flavour. The heat-induced degradation of the potato lipids and the frying oil imparts a fatty, tallowy character to the french fried potatoes. (E,E)-2,4-Decadienal, 2-octenal, octanoic acid and decanoic acid are main contributors to this fatty note. 

First representatives of the previously unknown tricyclic annulated system, viz., ethyl 7-methylthio-4,5-dihydro-3//-thieno[2,3,4-step synthesis from 4,6-dichloro-2-me-thylthiopyrimidine-5-carbonitrile (2000MI3). 

V-b y-C00H n-7 H5C2 H Br Ethanol 50° 2 h 4-(3-Carboxy-l-ethyl-4-oxo-1,4-dihydro-chinolin-7-yl)-2-methylthio-... 86 232 1791... 

Durch Pyrolyse von pDiphenyl-ethenyl)- (I Schmp. 108°) und 22% 2-(l,2-Diphenyl-ethyl)-l,3-benzothiazol (III). Das 1,3-Benzothiazol I muB vor Tageslicht geschiitzt werden, da sonst Isomerisierung zur tra/w-Verbindung II stattfindet328 ... 

Sowohl die alkalische Hydrolyse von 8-Ethoxycarbonyl-6-ethyl-2-methansulfonyl-9-oxo-6,9-dihydro-(chinolino[6,5-d]-l,3-thiazol) als auch die oxidative Hydrolyse von 8-C.arboxy-6-ethyl-2-methylthio-9-oxo-6,9-dihydro- ergeben mit 83% 8-Carb-oxy-6-ethyl-2-hydroxy-9-oxo-6,9-dihydro-(chinolino[6,5-d -l, 3-thiazul (Schmp. > 300°)549 ... 

Methylthio-l,3-benzothiazol ergibt mit Oxiran (Essigsiiure 10 -> 20°) 3-(2-Hydroxy-ethyl)-2-oxo-2,3-dihydro-1,3-benzothiazoll00i das gleiche Produkt wird aus 2-Mercapto-l,3-benzothiazol gebildct1004. 

Benzoyl-2,2-bis-[methylthio]-ethenyl)- 995 2-[2-(subst.-Benzoylimino)-2-methylthio-ethyliden]-3-ethyl-2,5-dihydro- 1014 2-Bcnzoyl-3-mcthyl-2,3-dihydro- 1013 2-Benzyl- 899, 930, 935, 936, 938, 1016... 

Methylthio-ethyl)-2-oxo-2,3-dihydro- 1022 2-(Methylthio-thiocarbonyl)- 990 2-(2-Methylthio-phenyl)- 891 2-Methylthio-6-sulfo-... 

Dioxo-3-ethyl-l, 5,6,7-tetrahydro- 677 Pyrazolo[3,4-d]-l, 3-oxazin l,3-Dimethyl-4-oxo-6-(2-oxo-propyl)-dihydro- 557 1- Acyl-3-methylthio-6-oxo-l,6-dihydro- 676 2- Benzyl-6-(4-nitro-phenyl)-4-oxo-2,4-dihydro-676 4-Amino-7-chlor-phenyl- 976 2-(4-Aminosulfonyl-phenyl)-4,7-dichIor- 977 2-(4-Aminosulfonyl-phcnyl)-4,7-dihydroxy- 922 4-Anilino-7-chlor-2-(3-thienyl)- aus 4,7-DichIor-2-(3-thicnyI)- pyriclazino-[4,5-d]-l,3-thia7.ol)/Ethanol 976 7-Chlor-4-ethoxy-2-methyl- 972 7-Chlor-4-methoxy-2-phenyl- 972 7-ChIor-4-(3-pyrroIidino-propyloxy)-2-(2-thienyI)- 972... 

The second method aimed to prepare 6,7-dihydroimidazo[l, 2-u]purin-9-ones 154 from a derivative of 2,3-dihydroimidazo[l,2-u]pyrimidine-5-one, the purine moiety being built up as follows the first step involved reaction of 2-(methylthio)-imidazolinium iodide with a convenient primary amine giving 2-(substituted amino)imidazoline 150 and then with ethyl oximinocyanoacetate and alkali produced 7-amino-2,3-dihydro-6-nitroso-R4,R6,R7-imidazo[l,2-u]pyrimidin-5(8T/)-one 151. Subsequent hydrogenation furnished the diamine 152, acylation and cyclization with boiling carboxylic anhydride originated the final 6,7-dihydro-R2,R4,R6,R7-imidazo[l, 2-u]purin-9(4f/)-one 154. The last two steps can be... 

Methyl (S)-2-phthalimido-4-methylthiobutanoate 2H-lsoindole-2-acetic acid, 1,3-dihydro-a-[2-(methylthio)ethyll-1,3-dioxo-, methyl ester, (S)- (9) (39739-05-4) L-Methionine methyl ester hydrochloride Methionine, methyl ester, hydrochloride, L-(8) L-Methionine, methyl ester, hydrochloride (9) (2491-18-1)... 

---