Quelques imino-4 thiophènes particulièrement stables

Laliberté, Réal; Médawar, Georges

doi:10.1139/v71-228

Cited by 17 publications

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“…C 41,72 H 3,73 N 3,58 I R (Nujol): 1655 (CONH), 1730 (COOEt), 3200 cm-1 (NH). 'H-NMR (CDCI,): 6 = 1,28 (t, CH,); 2,70 (9, SCH,); 4,28 (9, CH,); b.24 (9,CH);7,32 (m, 3H, nrom. ); 9,92 pprn [ s (breit), NH].…”

Section: Methosycarbonyl-33-bis(niethythio)acrylsaureniethylestermentioning

confidence: 99%

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Reaktionen von Malonsäureethylesteraniliden mit Heterokumulenen

1981

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Reactions of Malonanilic Acid Ethyl Esters with Heterocumulenes Malonanilic acid ethyl esters 1 react with carbon disulfide in the presence of sodium hydride to give disodium salts 2. Treatment of 2 with an alkylation reagent yields the openchain or cyclic ketene S,S‐acetals 3 and 4, respectively. Adding only one equivalent of methyl iodide to 2 and acidifying the reaction mixture lead to the dithioesters 5. Reaction of 3 with amines or o‐amino‐thiophenol yields S,N‐ and N,N‐acetals only in some cases. S,N‐acetals 6 are further available by addition of phenyl isothiocyanate to 1 whereas N,N‐acetals are synthesized, too, by chlorination of 3 and reaction with amines. Acidifying of 11 gives the thioacetoanilides 12. Some more reactions (oxidation of 3a, d and saponification/decarboxylation of 4a) are discussed.

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Section: Methosycarbonyl-33-bis(niethythio)acrylsaureniethylestermentioning

confidence: 99%

“…1 t h i o -a c ry 1 s a 11 r epc h 1 o r a n i 1 id (6 a) F. 148"C, Ausb. 11% (Methode A) C,,H,,CIN,O,S (385,9) Ber. C 52,91 H 5,75 N 7 3 Gef.…”

Section: ?;-Ethox~aarbonyl-3-amino-3-methylthio-aci~ylsaure~nili1le (6)mentioning

confidence: 99%