Ethyl 2-cyano-3-methylsulfanyl-3- acrylate

In a base-catalyzed substitution reaction with benzamide, ethyl 2-cyano-3,3-bis(methylsulfanyl)acrylate 280 gave the 3-aminoacrylate derivative 281, which on thermal cyclization yielded the functionalized 6-imino-l,3-oxazine 282 (Scheme 52) <1995BML695>. 

In the reaction of salicylic acid thioamide 419 with 2-cyano-3,3-bis(methylsulfanyl)acrylate under acidic conditions, a 2-(o-hydroxyphenyl)-6-imino-l,3-thiazine derivative was obtained as a perchlorate salt 420 on treatment with phenacyl bromide, this underwent a ring transformation to yield 4-benzoylmethylthio-27/-l,3-benzoxazin-2-ylidene-substituted ethyl cyanoacetate 421 (Scheme 81) <2003H(60)2273, 2004H(63)2319>. 

Cyclocondensation of 2-iminopiperidine hydrochloride with an E Z isomeric mixture of ethyl 2-cyano-3-methylsulfanyl-3-( 1,2,4,5-tetrahydro-3/f-benzo[r/ azepin-3-yl)acrylate in DMF in the presence of DBU at 100°C gave 2-substituted 6,7,8,9-tetrahydro-4//-pyrido[l, 2-n]pyrimidine-3-carbo-nitrile (01EUP1074549). 

---

See also in sourсe #XX -- [ , ]

See also in sourсe #XX -- [ , ]

See also in sourсe #XX -- [ , ]

See also in sourсe #XX -- [ , ]

---