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- W2951531475 abstract "The reaction of 2-mercaptobenzothiazole, 2-mercaptobenzoxazole or 5-chloro-2-mercaptobenzothiazole with either acrylonitrile or acrylamide under basic conditions afforded the N-cyanoethylated products 1, 2 and 3 or the N-amidoethylated products 4, 5 and 6, respectively. The reaction of the sodium salts of the same thiazolethiols with 3-chloropropionitrile furnished a mixture containing the N-cyanoethylated products 1, 2 and 3 and the unknown S-cyanoethylated products 7, 8 and 9, respectively. Whereas, substituting 3-chloropropionamide for 3- chloropropionitrile in the same reaction gave only the S-substituted products 10, 11, and 12, respectively. The treatment of 10, 11 or 12 with phosphorus oxychloride or thionyl chloride in DMF afforded 7, 8 and 9 in excellent yields. Possible mechanisms and supporting nmr data are discussed." @default.
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- W2951531475 date "1987-07-21" @default.
- W2951531475 modified "2023-09-26" @default.
- W2951531475 title "ChemInform Abstract: Synthesis of 3-(2-Benzothiazolylthio)propanenitrile and Related Products." @default.
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- W2951531475 doi "https://doi.org/10.1002/chin.198729175" @default.
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