The novel N,S-substituted halonitrodienes from the reactions of thiosubstituted nitrodiene with piperazine and morpholine

The substituted 1,2-dibromomethanethio nitrodiene 2 was obtained from the addition of bromine to S-substituted nitrodien 1 in carbon tetrachloride. N,S-substituted compounds 4a-h were synthesized from the reactions of compound 2 with several substituted piperazine derivatives 3a-h in dichloromethane. N,S-substituted compounds 6 and 8 were synthesized from the reaction of 2 with morpholine (5) and thiomorpholine (7) in dichloromethane, respectively. Dibutadienyl piperazines 10, 12, and 14 were synthesized from the reactions of 2 with homopiperazine (9), piperazine (11), and 2,5-dimethylpiperazine (13), respectively

New N,S-derivatives of nitrodienes from thioallyl- and thiodibromopropyl nitrodienes

Compound 3 and 5a,b were obtained from the reaction of 1,3,4,4-tetrachloro-1-thioallyl-2-nitro-1,3-butadiene (1) with thiomorpholine (2) and piperazine derivatives 4a,b in dichloromethane. The reaction of compound 1 and bromine gave compound 6. Compounds 8 and 10 were obtained from the reaction of 6 with 1-(diphenylmethyl)piperazine (7) and piperidine (9) in dichloromethane. The derivative 13 was synthesized from the reaction of 4-bromo-1,1,3,4-tetrachloro-2nitro-1,3-butadiene (11) and allylmercaptane (12). Compounds 15 and 16a, b were obtained from the reaction of 1-allyl-4-bromo-1,3,4-trichloro-2-nitro-1,3-butadiene (13) with morpholine (14) and the piperazine derivatives 16a,b, in dichloromethane, respectively

The new S- and N,S-substituted nitrodienes from bromochloro-2-nitrodiene

Nitrodiene compound 1 gave S-substituted compound 3 with p-chlorothiophenol. Dibutadienyl piperazine compound 7 was obtained from the reaction of compound 3 with piperazine in CH(2)Cl(2). Compounds 5a-g and 11a-b and 11h were obtained from the reaction of compounds 3 and 10 with amines. Compound 3 gave dibutadienyl piperazine compounds (9 and 12) with compounds 8 and 9