Microwave assisted synthesis of pyridin-1-ium salt of 6-nitroquinazolin-4-one and its 6-amino analog under ultrasonic irradiation

Hayun, A. Arrahman, H. Suryadi, A. Yanuar

Research output: Contribution to JournalArticleAcademicpeer-review

Abstract

The new compounds of quinazolin-4-one derivative i.e., 2-methyl-6-nitroquinazolin-4-one substituted pyridin-1-ium salt at methyl group and its 6-amino analog have been synthesized. Microwave irradiation of solution of 2-bromomethyl-6- nitroquinazolin-4-one and pyridine in acetonitrile for 3 min afforded 1-[(6-nitroquinazolin-4-one-2-yl)methyl]pyridin-1-ium bromide; and nitro reduction of the product with iron in ethanol/acetic acid/water under ultrasonic irradiation afforded 1-[(6-aminoquinazolin-4-one-2-yl)methyl]pyridin-1-ium bromide. The structure of the synthesized compounds were confirmed on the basis of FT-IR, 1H NMR and 13C NMR data.

Original languageEnglish
Pages (from-to)7904-7906
Number of pages3
JournalAsian Journal of Chemistry
Volume26
Issue number23
DOIs
Publication statusPublished - 2014
Externally publishedYes

Fingerprint

Bromides
Salts
Ultrasonics
Microwaves
Nuclear magnetic resonance
Irradiation
Microwave irradiation
Acetic Acid
Ethanol
Iron
Derivatives
Water
acetonitrile
4-hydroxyquinazoline
pyridine

Keywords

  • 6-Aminoquinazolin-4-one
  • 6-Nitroquinazolin-4-one
  • Aqueous media
  • Microwave
  • Pyridinium salt
  • Quinazolin-4-one
  • Ultrasound

Cite this

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title = "Microwave assisted synthesis of pyridin-1-ium salt of 6-nitroquinazolin-4-one and its 6-amino analog under ultrasonic irradiation",
abstract = "The new compounds of quinazolin-4-one derivative i.e., 2-methyl-6-nitroquinazolin-4-one substituted pyridin-1-ium salt at methyl group and its 6-amino analog have been synthesized. Microwave irradiation of solution of 2-bromomethyl-6- nitroquinazolin-4-one and pyridine in acetonitrile for 3 min afforded 1-[(6-nitroquinazolin-4-one-2-yl)methyl]pyridin-1-ium bromide; and nitro reduction of the product with iron in ethanol/acetic acid/water under ultrasonic irradiation afforded 1-[(6-aminoquinazolin-4-one-2-yl)methyl]pyridin-1-ium bromide. The structure of the synthesized compounds were confirmed on the basis of FT-IR, 1H NMR and 13C NMR data.",
keywords = "6-Aminoquinazolin-4-one, 6-Nitroquinazolin-4-one, Aqueous media, Microwave, Pyridinium salt, Quinazolin-4-one, Ultrasound",
author = "Hayun and A. Arrahman and H. Suryadi and A. Yanuar",
year = "2014",
doi = "10.14233/ajchem.2014.16697",
language = "English",
volume = "26",
pages = "7904--7906",
journal = "Asian Journal of Chemistry",
issn = "0970-7077",
publisher = "Chemical Publishing Co.",
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}

Microwave assisted synthesis of pyridin-1-ium salt of 6-nitroquinazolin-4-one and its 6-amino analog under ultrasonic irradiation. / Hayun, ; Arrahman, A.; Suryadi, H.; Yanuar, A.

In: Asian Journal of Chemistry, Vol. 26, No. 23, 2014, p. 7904-7906.

Research output: Contribution to JournalArticleAcademicpeer-review

TY - JOUR

T1 - Microwave assisted synthesis of pyridin-1-ium salt of 6-nitroquinazolin-4-one and its 6-amino analog under ultrasonic irradiation

AU - Hayun,

AU - Arrahman, A.

AU - Suryadi, H.

AU - Yanuar, A.

PY - 2014

Y1 - 2014

N2 - The new compounds of quinazolin-4-one derivative i.e., 2-methyl-6-nitroquinazolin-4-one substituted pyridin-1-ium salt at methyl group and its 6-amino analog have been synthesized. Microwave irradiation of solution of 2-bromomethyl-6- nitroquinazolin-4-one and pyridine in acetonitrile for 3 min afforded 1-[(6-nitroquinazolin-4-one-2-yl)methyl]pyridin-1-ium bromide; and nitro reduction of the product with iron in ethanol/acetic acid/water under ultrasonic irradiation afforded 1-[(6-aminoquinazolin-4-one-2-yl)methyl]pyridin-1-ium bromide. The structure of the synthesized compounds were confirmed on the basis of FT-IR, 1H NMR and 13C NMR data.

AB - The new compounds of quinazolin-4-one derivative i.e., 2-methyl-6-nitroquinazolin-4-one substituted pyridin-1-ium salt at methyl group and its 6-amino analog have been synthesized. Microwave irradiation of solution of 2-bromomethyl-6- nitroquinazolin-4-one and pyridine in acetonitrile for 3 min afforded 1-[(6-nitroquinazolin-4-one-2-yl)methyl]pyridin-1-ium bromide; and nitro reduction of the product with iron in ethanol/acetic acid/water under ultrasonic irradiation afforded 1-[(6-aminoquinazolin-4-one-2-yl)methyl]pyridin-1-ium bromide. The structure of the synthesized compounds were confirmed on the basis of FT-IR, 1H NMR and 13C NMR data.

KW - 6-Aminoquinazolin-4-one

KW - 6-Nitroquinazolin-4-one

KW - Aqueous media

KW - Microwave

KW - Pyridinium salt

KW - Quinazolin-4-one

KW - Ultrasound

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