An expeditious synthesis of pyrrolo[3,4-d]-pyrimidine-2,4-dione from uracil

被引：0

作者：

Zimmerman, MN ^{[1
]}

Nemeroff, NH ^{[1
]}

Bock, CW ^{[1
]}

Bhat, KL ^{[1
]}

机构：

[1] Philadelphia Univ, Sch Sci & Hlth, Dept Chem, Philadelphia, PA 19144 USA

来源：

HETEROCYCLES | 2000年 / 53卷 / 01期

关键词：

D O I：

暂无

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient, practical and cost effective synthesis of the title compound has been realized from uracil. The key step is the construction of the pyrrole ring using tosylmethylisocyanide (TosMIC) methodology. The structure of uracil, reaction intermediates and the final product were investigated using density functional calculations.

引用

页码：205 / 211

页数：7

共 50 条

[41] Convenient Synthesis of New N-3-Substituted Pyrido[1,2:1,5]pyrazolo[3,4-d]pyrimidine-2,4(1H,3H)-dione Derivatives
Belaroussi, Rabia
El Bouakher, Abderrahman
Marchivie, Mathieu
Massip, Stephane
Jarry, Christian
El Hakmaoui, Ahmed
Guillaumet, Gerald
Routier, Sylvain
Akssira, Mohamed
SYNTHESIS-STUTTGART, 2013, 45 (18): : 2557 - 2566
[42] Efficient synthesis of new pyrano[2,3-d]pyrimidine-2,4-dione derivatives via a one-pot four-component reaction
Irani, Sharmin
Maghsoodlou, Malek Taher
Hazeri, Nourallah
JOURNAL OF THE IRANIAN CHEMICAL SOCIETY, 2017, 14 (06) : 1189 - 1193
[43] Efficient synthesis of new pyrano[2,3-d]pyrimidine-2,4-dione derivatives via a one-pot four-component reaction
Sharmin Irani
Malek Taher Maghsoodlou
Nourallah Hazeri
Journal of the Iranian Chemical Society, 2017, 14 : 1189 - 1193
[44] SYNTHESIS AND ANTINEOPLASTIC EFFECTS OF FURO[3,4-D]PYRIMIDINE DERIVATIVES
MACHON, Z
CIEPLIK, J
POLISH JOURNAL OF PHARMACOLOGY AND PHARMACY, 1988, 40 (02): : 201 - 208
[45] Synthesis of some novel pyrazolo[3,4-d]pyrimidine derivatives
Oliveira-Campos, Ana M. F.
Salaheldin, Abdellatif M.
Rodrigues, Ligia M.
ARKIVOC, 2007, : 92 - 100
[46] Synthesis and halogenation of allyl thioether of pyrazolo[3,4-d]pyrimidine
Onysko, M. Yu.
Svalyavin, O. V.
Lendel, V. G.
KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 2007, (04): : 602 - 604
[47] CONDENSED PYRIMIDINES .3. SYNTHESIS OF ISOXAZOLO[3,4-D]PYRIMIDINE
MARUMOTO, R
FURUKAWA, Y
CHEMICAL & PHARMACEUTICAL BULLETIN, 1977, 25 (11) : 2974 - 2982
[48] METHANOLYSIS OF 2-PHENYLFURO[3,4-D]PYRIMIDINE-5,7-DIONE
SCHWAN, TJ
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1977, 14 (04) : 695 - 696
[49] SYNTHESIS OF A PYRIDO[3,4-D]PYRIMIDINE ANALOG OF PTEROIC ACID
MAGUIRE, JH
MCKEE, RL
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1979, 16 (01) : 133 - 136
[50] NEW, GENERAL SYNTHESIS OF PYRAZOLO[3,4-D]-PYRIMIDINE DERIVATIVES
YONEDA, F
NAGAMATS.T
SYNTHESIS-STUTTGART, 1973, (05): : 300 - 301

← 1 2 3 4 5 →