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REACTION OF 4,6-DIAMINO-2-MERCAPTOPYRIMIDINE WITH ALKYL HALIDE

Author: Salieva G.B; Otajonov S.R; Karimov A; Turlibekov M; Kholiqov T.S
Publisher: Zenodo
DOI: 10.5281/zenodo.17336473
Source: https://zenodo.org/records/17336473/files/MPHAPP202.pdf
319
Volume 5, Issue 10: Special Issue
(EJAR)
ISSN: 2181-2020
MPHAPP
THE 6TH INTERNATIONAL SCIENTIFIC AND PRACTICAL
CONFERENCE “MODERN PHARMACEUTICS: ACTUAL
PROBLEMS AND PROSPECTS”
TASHKENT, OCTOBER 17, 2025
in-academy.uz
REACTION OF 4,6-DIAMINO-2-MERCAPTOPYRIMIDINE WITH ALKYL
HALIDE
Salie a G.B.1
O ajono S.R.2
Ka imo A.1
Tu libeko M.2
Kholiqo T.S.2
1 Tashken Pha maceu ical Ins i u e, Tashken ci y, Republic o Uzbekis an
2 Na ional Uni e si y o Uzbekis an, Tashken ci y, Republic o Uzbekis an
e-mail: [email p o ec ed]
h ps://doi.o g/10.5281/zenodo.17336473
Py imidine de i a i es a e among he mos impo an compounds in medicinal chemis y and
pha maceu ics [1], possessing a wide ange o biological ac i i ies, including an idiabe ic [2], an i-
in lamma o y [3], an icance [4], an ibac e ial [5], an ihype ensi e, as well as an i ungal and
an i ube cula p ope ies [6].
The aim o his wo k is o ob ain new po en ial classes o biologically ac i e compounds
h ough he syn hesis o an S-alkyla ed de i a i e o 4,6-diamino-2-me cap opy imidine – 2-{(n-
pen yl hio)}py imidine-4,6-diamine. Acco ding o he li e a u e, such de i a i es may exhibi
an ibac e ial, an i ungal, an i umo , and insec icidal p ope ies. The e o e, hei syn hesis and
subsequen e alua ion o biological ac i i y a e he main objec i es o his s udy.
Syn hesis o 2-{(n-pen yl hio)}py imidine-4,6-diamine
A wo-necked ound-bo om lask equipped wi h a e lux condense was cha ged wi h 50 mg
(0.351 mmol) o DAMP, which was dissol ed in 5.0 mL o MeOH. Then, 0.35 mL o 1.0 N NaOH
solu ion (0.35 mmol) was added, and he eac ion mix u e was s i ed a oom empe a u e o 1 h,
esul ing in he o ma ion o a yellowish compound. The ob ained p oduc was dissol ed in 5.0 mL
o DMF. To his solu ion, 0.052 mL (densi y 1.215 g/mL, 0.421 mmol) o n-pen yl b omide was
added d opwise, and he mix u e was s i ed a 50 °C o 16 h unde magne ic s i ing. The eac ion
p og ess was moni o ed by TLC. A e comple ion, he mix u e was cooled o oom empe a u e, and
he sol en was emo ed unde educed p essu e using a o a y e apo a o . The c ude p oduc was
pu i ied by ex ac ion wi h chlo o o m and wa e .
Yield: 50.69 mg (68%). P oduc : 2-{(n-pen yl hio)}py imidine-4,6-diamine – b own solid.
m.p.: 92–93 °C. R : 0.62 (sys em: e hyl ace a e:hexane 1:2). HRMS (ESI-TOF): m/z [M+H⁺] calcd.
o C₉H₁₇N₄S⁺ = 213.1168; ound = 214.1236.
Thus, he eac ion o DAMP wi h n-pen yl b omide a o ded 2-{(n-pen yl hio)}py imidine-4,6-
diamine in 68% yield. The physical and spec al p ope ies o he p oduc we e de e mined.