Gənc təDQİqatçI, 2020, VI cild, №1
Yüklə 9,76 Kb. Pdf görüntüsü
|
|
Table 1
Physical and chemical and spectral data of 2-Z-1-butylpropionates Comp. Yield % Т melt , о С Chemical formula Elemental analysis, % NMR- and IR-spectral data Found Found Calculated Calculated 1 2 3 4 5 6 7 I 75.6 173-175 C 13 H 18 NO 4 SCl 4,5 10,28 NMR : СН 3 (СН) 2 -1.5 ppm CH 2 O, CH 2 N-3.5( doublets) CH-6.8 ppm (singlet) C 6 H 5 -7 ppm IR : NH-328.4, C==O -1739 cm -1 4,38 10,02 II 72,4 165-167 C 18 H 28 N 2 O 4 S 3 6.71 22.12 NMR : СН 3 (СН) 2 -1.5 ppm CH 2 N-2.1, (dou- blet ), CH 2 S- 2.5 ppm ( singlet ), CH-3.5 ( singlet ), NH-5.6 ppm ( doublet ), C 6 H 5 , C 6 H 4 -7.2-7.8 ppm IR : С=О-1728 cm -1 , NH-3284 cm -1 6.48 22.23 III 74,2 186-188 C 17 H 25 NO 4 S 3 3.26 24.52 IR : С=О-1739 cm -1 , NH-3284 cm -1 , SO 2 N-1447.7 cm -1 , 1162.9 cm -1 3.47 23.83 IV 79.3 166-168 C 14 H 18 N 2 O 4 S 2 8.51 18.32 IR : С=О-1739 cm -1 , 1638 cm -1 , NH-3284 cm -1 , SO 2 N-1485.1152 cm -1 8.19 18.70 V 68.6 228-230 C 20 H 22 N 3 O 4 S 3 6.70 21.57 NMR : СН 3 (СН) 2 -1.4 ppm CH 2 S- 2.1 m.g, ( doublet ), CH 2 O,-2,5 ppm (doublet), СН-3.7 ppm ( singlet ), NH-5.7 ppm ( doublet), C 6 H 5 , C 6 H 4 -7.2-7.9 ppm 6.22 21.33 VI 68.3 176-178 C 18 H 20 N 2 O 6 S 7.61 8.45 IR : С=О-1728 cm -1 , SO 2 N-1450, 1155 cm -1 , NH - 3389 cm -1 7.14 8.16 VII 66.8 106-107 C 18 H 29 N 3 O 5 S – 8.41 IR : С=О-1739 cm -1 , SO 2 N- 1462, 1147 cm -1 , NH – 3431, 3368 cm -1 – 8.02 VIII 67.6 159-161 C 14 H 21 N 3 O 5 S 12.49 9.11 12.25 9.33 IX 69.9 163-165 C 17 H 28 N 2 O 4 S 7.48 8.63 IR : С=О-1710 cm -1 , NH-3360 cm -1 , SO 2 N-1430, 1145 cm -1 7.89 8.99 5,2 - X 69.8 168-170 C 20 H 26 N 2 O 4 S 7.39 8.07 IR : С=О-1730 cm -1 , NH-3376 cm -1 , NH-3410 cm -1 , SO 2 N-1450, 1170 cm -1 7.18 8.21 XIII 76.7 89-90 C 13 H 19 NO 5 S 4.63 11.06 IR : С=О-1710 cm -1 , NH-3360 cm -1 , SO 2 N-1430, 1145 cm -1 4.91 11.23 XIV 70.3 178-180 C 13 H 17 NO 5 6.91 – 6.20 – XV 71.2 148-150 C 22 H 31 N 2 O 4 S 3 5.63 19.51 IR : С=О-1695, С=О-1720 cm -1 , SO 2 N- 1455, 1140 cm -1 5.80 19.88 XI 71.2 Т boil 120-122 о С /12 =1.517, MR D : found.43.1; calculated 42.57 XII 65.4 Т boil 115-118 о С /15 =1.6113, MR D : found.59.75 calculated 60.04 KIMYA ELMLƏRİ 43 REFERENCES 1. Pattison D.İ., Davies M.J., Asmus K.D. Absolute rate constants for the formation of nitrogen- centred radicals from chloramines/amides and their reactions with antioxidants // J.Chtv.Soc. Perkin Trans. 2. 2002. № 8. P. 1461. 2. Freidline R.Kh., Ribakova N.A., Kravchenko E.A. Effect of oxidizer and medium on on the re- action of N,N–dichlor-n-chlorbenzenesulfamide with allylchloride // Proceedings of the USSR Aca- demy of Sciences . 1967. 176. № 2. p.352. 3. Thu Sanjun, Hon Jianlin, Lin Chen, An Guanghin Pan Ji, Li G-uigen. Catalytic reaction of ami- nohalogenation of β-nitrostyrenes with N,N–dichlor-n-tolylsulfonamide, leading to dichlonation by halidamides with regiochemistry opposite to previous systems // Synthesis. 2008. № 10. P. 1570- 1574. 4. Han Jiaktin, Li Guigen. Azipyridination of alkenes catalyzed by palladium as nitrogen using N,N– dichlor-n-tolylsulfonamide // Tetrahedron. 2006. No 40. P. 7226-7228. 5. Minokata S., Yeneda J., Oderaotosh Y., Komatsu M. Unprecedented, promotizing СО 2 ami- nechlorination of olefins with chloramine // Оrg. Lett. 2006. V.8. No 5. P. 967-369. 6. Hauger G., Kolsow S., Göttlich D. Copper (1+) catalysts of stereoselective addition of N-chlo- ramides to double bonds: diastereoselective radical cyclization // J. Org. Chem. 2003. No 11. P. 1848-1854. 7. Susannah C., O’Brien P., Whitwood A.C. Stereoselective aziridination of cyclic alcohols using chloramine-T // Org. and Biomol. Chem. 2006. V. 6. No 23. P. 4299-4314. 8. Zhand C., Yang Cai-Guand, He Chuan Intra-and intermolecular hydroxyamination of deactiva- ted olefins catalyzed by gold (+1) // J. Amer. Chem. Soc. 2006. V. 128. No 6. P. 1796-1799. 9. Mammadov S.A., Levshina A.M., Kerimov K.O., Hasanova T.Sh., Adigozelova F.A. Synthesis of N-β-chloralkylarylsulfamids and study of them as additives to lubricating oils // Petrochemistry. 1988. Т. 28. № 3. P. 396-401. 10. Zeynalova L.F., Mammadov S.A., Nacafova R.A., Mammadova S.İ., Ladokhina N.P. Clorami- des of sulfoacids in the synthesis of N-alkylarylsulfamides // Journal “Theoretical and Applied Sci- ence”. USA. 2017. V.51. No 7. P. 47-54. 11. Mammadov S.A., Zeynalova L.F., Mammadova S.İ., Ladokhina N.P., Mahmudova A.A., Baba- yev S.S. Some features of the monochloramines of sulphoacides with unsaturated compounds // Az.Chem.J. 2018. № 3. P 80-85. 12. Liu G.Q., Li Y.M. A new methog for intramolecular chloramination of unfunctionalized olefins // Synth. and Catal. 2013. 355. No 2. P. 395-405. 13. Rosenzveig G.I., Rosenzveig I.V., Mirskaya A.I., Levkovskaya G.G. 2-phenylquinoxaline from 1-functionallysubstituted N-(2-phenyl-2,2-dichlorethyl)arylsulfonamides and ortho-phenyle- nediamines // J. Org. Chem. 2006. 42. No 3. P. 470-471. 14. Koritomi M.D.,Veriest G., De Kimpe N. Peruo. Stereocontrolled synthesis of new 3-sulfona- mide-3,4,5-tetrahydro-1,5-benzthiazolines from 2-(bromomethyl)- or 2-(sulfonyloxymethyl) aziridi- nes // Org.and Biomol.Chem. 2008. V.6. No 11, P. 183-189. |