1-Methyl-1-thiobenzoyl

Zu einem RedoxprozeB kommt es bei der Umsetzung von 3-Methyl-2,5-phenyl-l,3-thiazolium-4-olat mit Tetrachlor-1,2-benzochinon zu 2-Phenyl-5,6,7,8-tetrachlor-2-(methyl-thiobenzoyl-amino) -2,3-dihydro-1,4-henzodioxin (97%)1681 ... 

Phenyl-5,6,7,8-tetrachlor-2-[methyl-thiobenzoyl-amino)-2,3-dihydro- 346... 

Methyl-thiobenzoyl- 578 Nitroso-butyI-(4-chlor-butyl)- 1101 (2-Nitro-tetramethyl-phenyl)-(2-athoxy-athvli-den) 1462 Nonanoyl- 1001 Octanoyl- 1001 Octyl- 1260 Octyliden- 1260... 

Analog erhalt man Thiobenzoyl-chlorid und 4-Methyl-thiobenzoyl-chlorid zu jeweils 40-50%34. 

The base-catalyzed reaction of thiothreitol with methyl dithiobenzoate selectively protects a thiol group as an 5-thiobenzoyl derivative in the presence of a hydroxyl group.-... 

A number of general methods for the synthesis of meso-ionic 1,2,4-triazol-3-ones are available. Sodium ethoxide-catalyzed cyclization of 1-benzoyl-l,4-diphenylsemicarbazide (201, R = R = R = Ph, X = O) yielded anhydro-3-hydroxy-1,4,5-triphenyl-1,2,4-triazolium hydroxide (200, R = R = R = Ph). A general route to meso-ionic 1,2,4-triazol-3-ones (200) is exemplified by the formation of the 1,4,5-triphenyl derivative (200, R = R = R = Ph) from A-amino-MA -diphenylbenzamidine (202, R = R = R = Ph) and phosgene. In contrast with this ready meso-ionic compound formation, the corresponding reaction of the iV-methylbenzamidine (202, R = Me, R = R = Ph) did not yield the meso-ionic 1,2,4-triazol-3-one (200, R = Me, R = R = Ph). The product was in fact 3,4-diphenyl-2-methyl-l,2,4-triazol-5-onium chloride (203), which on heating gave 3,4-diphenyl-1,2,4-triazol-5-one (204, R = Ph). The formation of the A-methyl derivative (200, R = Me, R = R = Ph, yield 79%) by heating the 7V-thiobenzoyl semicarbazide (201, R = Me, R = R = Ph, X = S) with potassium carbonate in methyl cyanide has been reported. Another synthesis of A-methyl derivatives (200, R = Me) involves methylation of 3-methyl-4-phenyl-l,2,4-triazol-5-one (204,... 

Die Umsetzung von Thiobenzoesaure-chlorid mit Imidazol bzw. 2-Methyl-imidazol fuhrt zu 1-Thiobenzoyl- bzw. 2- Methyl-1 - thiobenzoyl-imidazol (s. Bd.E5/2, S. 1246). 

The nonclassical thiophenes (6), (12) and (13) show intense molecular ions (over 70%) as well as pronounced doubly charged M2+ ions. Other characteristic fragment ions result from the loss of phenyl or methyl substituents as the case may be. The thiobenzoyl fragment at m/e 121 (10-20%) is another common fragment in these molecules. The mass spectral fragmentation of tetraphenylthieno[3,4-c]thiophene (6) is presented in Scheme 6. 

The cycloaddition of methyl acrylate with 7V-thiobenzoyl-7V,7V-dimethylformamidine 363 under pressure affords the 4-dimethylamino-5,6-dihydro-4//-l,3-thiazine 364. On treatment with methyl iodide and triethylamine, 364 eliminates trimethylamine to give 6//-l,3-thiazine 365 which can also be obtained directly through the cycloaddition of methyl acrylate and the methiodide salt of the formamidine <1987SC1971>. The same methodology has been extended to other 1,3-thiazines by varying the formamidine or electron-deficient cyclic dienophile (Scheme 170) <1988SUL205>. 

Mazzanti and co-workers studied the reactions of (/ )-(-)-thiobenzoyl methyl-a-naphthylphenylsilane lm with dienes and organometallics17 in order to test the ability of this thione to transfer chirality to the carbon a to silicon. 

Methyl thiocarboxylates are very suitable for the V-thioacylation of V-unprotected amino acids. Thus, shaking a heterogenous mixture of PhCSOMe in ether and the amino acid in aq. NaOH gives g(X)d yields of V-thiobenzoylated material. Using (9-alkyl thiocarboxylates of amino acids (2 R = R NHCHR ), the approach has been extended to synthesize endothiopeptides such as (5) formation of imidates may interfere with the desired process. The reaction has been carried out in water/THF using NazCOj or as shown in equation (3). ... 

The cycloaddition of methyl acrylate with Af -thiobenzoyl-iV,7V-dimethylformamidine (230) under pressure affords the 4-(A, A -dimethylamino)-5,6-dihydro-4/f-l,3-thiazine (231). When this compound is treated with methyl iodide and triethylamine an elimination reaction ensues to give 6H-... 

DEHYDRATION Diethoxyaluminum chloride. Lithium n-propylmercaptide. N-Methyl-N,N -di-r-butylcarbodiimidium tetrafluoroborate. o-Nitrobenzenesulfonyl chloride. Potassium acetate. Thiobenzoyl chloride. Triphenylphosphine ditriflate. Triphenyl-phosphine methiodide. 

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