Research output: Contribution to journal › Article › peer-review
Synthesis of acetylenic and diacetylenic diamines by alkynylation of o-phenylenediamine. / Balova, I. A.; Remizova, L. A.; Pashchenko, V. Yu.
In: Russian Journal of Organic Chemistry, Vol. 35, No. 10, 10.1999, p. 1476-1479.Research output: Contribution to journal › Article › peer-review
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TY - JOUR
T1 - Synthesis of acetylenic and diacetylenic diamines by alkynylation of o-phenylenediamine
AU - Balova, I. A.
AU - Remizova, L. A.
AU - Pashchenko, V. Yu
PY - 1999/10
Y1 - 1999/10
N2 - Reactions of o-phenylenediamine with 2-propynyl bromide and 1-bromo-2,4-undecadiyne in a nonpolar solvent lead to formation of the corresponding N-monoalkynylated products. Increase in the solvent polarity favors alkynylation at the second amino group to give symmetric N,N′-disubstituted product. Synthesis of amphiphilic diacetylenic o-phenylenediamine derivatives by reaction with 1-bromo-2,4-undecadiyne provides better yields of the N-alkynylated products than the Cadiot-Chodkiewicz method. A series of new acetylenic and diacetylenic derivatives of o-phenylenediamine was thus isolated and characterized.
AB - Reactions of o-phenylenediamine with 2-propynyl bromide and 1-bromo-2,4-undecadiyne in a nonpolar solvent lead to formation of the corresponding N-monoalkynylated products. Increase in the solvent polarity favors alkynylation at the second amino group to give symmetric N,N′-disubstituted product. Synthesis of amphiphilic diacetylenic o-phenylenediamine derivatives by reaction with 1-bromo-2,4-undecadiyne provides better yields of the N-alkynylated products than the Cadiot-Chodkiewicz method. A series of new acetylenic and diacetylenic derivatives of o-phenylenediamine was thus isolated and characterized.
UR - http://www.scopus.com/inward/record.url?scp=0033233885&partnerID=8YFLogxK
M3 - Article
AN - SCOPUS:0033233885
VL - 35
SP - 1476
EP - 1479
JO - Russian Journal of Organic Chemistry
JF - Russian Journal of Organic Chemistry
SN - 1070-4280
IS - 10
ER -
ID: 96688930