Synthesis and characterization of unsaturated diacyl and alkyl-acyl piperazine derivatives

Sait SARI; Seda ÜNALAN; Mehmet YILMAZ

Makale detayları

Synthesis and characterization of unsaturated diacyl and alkyl-acyl piperazine derivatives

Yazarlar:

Sait SARI | Seda ÜNALAN | Mehmet YILMAZ

Yayıncı:

TUBITAK

Dergi:

Turkish Journal of Chemistry 2019 Vol.43 Issue 6, pp.1656-1671

Belge Tipi:

Makale

Yayın Tarihi:

11/2019

Belge Dili:

İngilizce

Document ID (Org No.):

2000725543

Sıklık:

İki Aylık

eISSN:

1303-6130

pISSN:

1300-0527

Özet:

 

The aim of this study is to obtain new unsaturated piperazine compounds by   the reactions of piperazine (1a) and piperazine derivatives   (1b-1d) with acylation reactive groups   (a-2j). Methacryloyl piperazine (1b) was   synthesized from the reaction of methacrylic anhydride with piperazine   (1a). Acyl chlorides (2b-2d) were prepared from   the reaction of thionyl chloride with carboxylic acids   (3a-3c) obtained as a result of the reaction with malonic   acid and suitable aldehyde (5-methylfuran-2-carbaldehyde for 3a,   cinnamaldehyde for 3b, and thiophene-2-carbaldehyde for   3c), respectively, by literature methods. Acyl chlorides   2ed and 2f }were obtained from the reaction of commercially   purchased carboxylic acids 3d and 3e with thionyl   chloride. Acyl chlorides (2g-2j) were synthesized from   the reaction of thionyl chloride with carboxylic acids   (3d-3g) transformed from hydrolyzation of esters   (4a-4d}) obtained as a result of the reaction of   triethyl phosphonoacetate with a suitable ketone (acetophenone for   4a, benzophenone for 4b, 1-(5-methylfuran-2-yl)ethan-1-one   for 4c, and 1-(thiophen-2-yl)ethan-1-one for 4d),   respectively, by literature methods. Unsaturated piperazine derivatives   5a and 5b were obtained from the reaction of 1bwith 2b and 2e, respectively. In addition, from the   reaction of 1b and acyl chlorides   (2b-2j), unsaturated piperazines   (5c-5k) were synthesized in medium to good yields   (63%-84%). Also, 5l-5g-and   5r-5w were obtained from the reaction of allyl piperazine   (2c) and cinnamyl piperazine (2d) with acyl   chlorides (2a-2f).

Makale detayları

Synthesis and characterization of unsaturated diacyl and alkyl-acyl piperazine derivatives

Yazarlar: Sait SARI | Seda ÜNALAN | Mehmet YILMAZ

Yayıncı: TUBITAK

Dergi: Turkish Journal of Chemistry 2019 Vol.43 Issue 6, pp.1656-1671

Belge Tipi: Makale

Yayın Tarihi: 11/2019

Belge Dili: İngilizce

Document ID (Org No.): 2000725543

Sıklık: İki Aylık

eISSN: 1303-6130

pISSN: 1300-0527

Sayı

Yazarlar:

Sait SARI | Seda ÜNALAN | Mehmet YILMAZ

Yayıncı:

TUBITAK

Dergi:

Turkish Journal of Chemistry 2019 Vol.43 Issue 6, pp.1656-1671

Belge Tipi:

Makale

Yayın Tarihi:

11/2019

Belge Dili:

İngilizce

Document ID (Org No.):

2000725543

Sıklık:

İki Aylık

eISSN:

1303-6130

pISSN:

1300-0527