Tap chi Hoa hoc, T. 45 (2), Tr. 131 - 135, 2007
,l ' A ' " . . , A '" A'
TONG HQP VA CAU TRUC CUA MQT VAl HQP CHAT
" . " , % ,..' 7
CHl1A D! VONG 1,2,4-TRIAZOL DAN XUAT CUA SAFROL
DenToaso{'n27-3-2006
PHAM VAN HOAN, NGUYEN HOD DINH Khoa Hoa hoc, Truong DHSP Ha Noi
SUMMARY
Some compounds containing f.2,4-triazole heterocycles derivated from safrole had been synthesized. Their Uv, fR. NMR and MS spectra had been analysed accurately. The onalysises VV, JR. NMR and MS spectra show that the structure a/the synthesized compounds were properly suitable for intending synthesises.
1- M6DAU
Safrol (thanh phan chinh trong tinh dau xa xi) Iii ngu6n nguyen lieu quitrong thien nhien, san co b Viet Nam. Ban than safrol vii mot so dan xuat cua no co nhieu ung dung trong y hoc, diroc hoc vii trong cong nghiep thuc pham [I - 3],.... Mot so hop chat chua di vong 1,3,4-
oxadiazoI tic safrolcung diidiroc nghien cuu [4).
Bai nay trinh bay ket qua tong' hop, nghien ciru cau tnic cua mot sohopchat chua di vong 1,2,4- triazol xuat phallic safrol.
II -TONG HQP Cac chat diroc tong hop theo so d6:
N-NH N-N.
II ' ,I I'
Ar COOH ---~ i\rCONHNH",--. Ar CONHNH C S K-Ar...!l, >~S---... Ar-...Ji.. . ,\ SCH,COOH
I L I III SII N'I IV NI V
NH NlI,
0-
j;~\
AJCONHNNHCNHC.H, _!~'N~' ~-~I
VO; ArIaI '\~~)!
I l ' ..
Ar....1i. ,,,"C"S - - . Ar li... f SCH,COOlICH, / -- S VI ('I VlI ~ VIII
'0 C6H~ C6H5
Axit I dlIOC tong hop bing each oxi hoa safroI bing dung dich KMnO". Hidrazit II duoc tong hop lic axit piperolinic bing each chuyen thanh este sau do dun hoihru este voi hidrazin trong 2 gia [51. Muoi III duoc dieu che bing each khuay can than II voi Cs, trong dung dich KOB b nhiet dq thap (5 - 1O"C) [6]. Hieu suat tao ra III phu thuoc nhieu vao viec duy tri nhiet do, do iJnhiet dq cao III bi thuy phan rnanh. Hop chat IV diroc tong hop bing phan trng cua III voi hidrazin 80%. Hieu suat phan ung ti le thuan voi n6ng do cua hidrazin. Hop chatVI duoc tong hop bing each dun h6i luu II voi phenylisothioxianat C"H,NCS (rong hop tic anilin vii Cs, trong KOB-elanol) sau do kel tinh lai san pham trong DMSO. Cac axit V vii VIII duoc long hop bing each cho cac hop chat IV vii VII urong ung lac dung voi axil monocloaxetic trong dung dich KOB sau do axil hoa bing axil BO 1 : 1 [7]. Ker qua long hop cacchatduoc trmh bayiJbang 1.
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