A New Synthesis of Pyrimido[4,5-b]quinoline-2,4(1H,3H)diones (5-Deazaalloxazines) by Oxidative Cyclization of Aryl-bis (6-amino-1,3-dimethyluracil-5-yl) - methanes with Diethyl Azodicarboxylate

Fumio Yoneda; Fusako Takayama; Akira Koshiro

doi:10.1248/cpb.27.2507

A New Synthesis of Pyrimido[4,5-b]quinoline-2,4(1H,3H)diones (5-Deazaalloxazines) by Oxidative Cyclization of Aryl-bis (6-amino-1,3-dimethyluracil-5-yl) - methanes with Diethyl Azodicarboxylate

Fumio Yoneda, Fusako Takayama, Akira Koshiro

Research output: Contribution to journal › Article › peer-review

14 Citations (Scopus)

Abstract

Treatment of aryl-bis (6-amino-l,3-dimethyluracil-5-yl) methanes, which were prepared by the condensation of 6-amino-1,3-dimethyluracil with aryl aldehydes, with diethyl azodicarboxylate in the presence of sulfolane led to the formation of the corresponding 1.3-dimethylpyrimido[4,5-b]quinoline-2,4(1H,3H)diones (1,3-dimethyl-5-deazaalloxazines).

Original language	English
Pages (from-to)	2507-2510
Number of pages	4
Journal	Chemical and Pharmaceutical Bulletin
Volume	27
Issue number	10
DOIs	https://doi.org/10.1248/cpb.27.2507
Publication status	Published - Aug 1979
Externally published	Yes

Keywords

5-deazaalloxazine
bis(6-amino-l,3-dimethyluracil-5-yl)methane
diethyl azodicarboxylate
oxidative cyclization
pyrimido[4,5-b]quinoline

ASJC Scopus subject areas

Chemistry(all)
Drug Discovery

Access to Document

10.1248/cpb.27.2507

Cite this

A New Synthesis of Pyrimido[4,5-b]quinoline-2,4(1H,3H)diones (5-Deazaalloxazines) by Oxidative Cyclization of Aryl-bis (6-amino-1,3-dimethyluracil-5-yl) - methanes with Diethyl Azodicarboxylate. / Yoneda, Fumio; Takayama, Fusako; Koshiro, Akira.
In: Chemical and Pharmaceutical Bulletin, Vol. 27, No. 10, 08.1979, p. 2507-2510.

Research output: Contribution to journal › Article › peer-review

@article{1f5e98f4434f4333b0585b5d518e7f4d,

title = "A New Synthesis of Pyrimido[4,5-b]quinoline-2,4(1H,3H)diones (5-Deazaalloxazines) by Oxidative Cyclization of Aryl-bis (6-amino-1,3-dimethyluracil-5-yl) - methanes with Diethyl Azodicarboxylate",

abstract = "Treatment of aryl-bis (6-amino-l,3-dimethyluracil-5-yl) methanes, which were prepared by the condensation of 6-amino-1,3-dimethyluracil with aryl aldehydes, with diethyl azodicarboxylate in the presence of sulfolane led to the formation of the corresponding 1.3-dimethylpyrimido[4,5-b]quinoline-2,4(1H,3H)diones (1,3-dimethyl-5-deazaalloxazines).",

keywords = "5-deazaalloxazine, bis(6-amino-l,3-dimethyluracil-5-yl)methane, diethyl azodicarboxylate, oxidative cyclization, pyrimido[4,5-b]quinoline",

author = "Fumio Yoneda and Fusako Takayama and Akira Koshiro",

year = "1979",

month = aug,

doi = "10.1248/cpb.27.2507",

language = "English",

volume = "27",

pages = "2507--2510",

journal = "Chemical and Pharmaceutical Bulletin",

issn = "0009-2363",

publisher = "Pharmaceutical Society of Japan",

number = "10",

}

TY - JOUR

T1 - A New Synthesis of Pyrimido[4,5-b]quinoline-2,4(1H,3H)diones (5-Deazaalloxazines) by Oxidative Cyclization of Aryl-bis (6-amino-1,3-dimethyluracil-5-yl) - methanes with Diethyl Azodicarboxylate

AU - Yoneda, Fumio

AU - Takayama, Fusako

AU - Koshiro, Akira

PY - 1979/8

Y1 - 1979/8

N2 - Treatment of aryl-bis (6-amino-l,3-dimethyluracil-5-yl) methanes, which were prepared by the condensation of 6-amino-1,3-dimethyluracil with aryl aldehydes, with diethyl azodicarboxylate in the presence of sulfolane led to the formation of the corresponding 1.3-dimethylpyrimido[4,5-b]quinoline-2,4(1H,3H)diones (1,3-dimethyl-5-deazaalloxazines).

AB - Treatment of aryl-bis (6-amino-l,3-dimethyluracil-5-yl) methanes, which were prepared by the condensation of 6-amino-1,3-dimethyluracil with aryl aldehydes, with diethyl azodicarboxylate in the presence of sulfolane led to the formation of the corresponding 1.3-dimethylpyrimido[4,5-b]quinoline-2,4(1H,3H)diones (1,3-dimethyl-5-deazaalloxazines).

KW - 5-deazaalloxazine

KW - bis(6-amino-l,3-dimethyluracil-5-yl)methane

KW - diethyl azodicarboxylate

KW - oxidative cyclization

KW - pyrimido[4,5-b]quinoline

UR - http://www.scopus.com/inward/record.url?scp=84998355986&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84998355986&partnerID=8YFLogxK

U2 - 10.1248/cpb.27.2507

DO - 10.1248/cpb.27.2507

M3 - Article

AN - SCOPUS:84998355986

SN - 0009-2363

VL - 27

SP - 2507

EP - 2510

JO - Chemical and Pharmaceutical Bulletin

JF - Chemical and Pharmaceutical Bulletin

IS - 10

ER -

A New Synthesis of Pyrimido[4,5-b]quinoline-2,4(1H,3H)diones (5-Deazaalloxazines) by Oxidative Cyclization of Aryl-bis (6-amino-1,3-dimethyluracil-5-yl) - methanes with Diethyl Azodicarboxylate

Abstract

Keywords

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this