Preparation of 4,6-disubstituted 5-pyrimidinesulfonamides

被引：0

作者：

Best, WM ^{[1
]}

Fam, MAM ^{[1
]}

Gregory, MJ ^{[1
]}

Kasum, B ^{[1
]}

Keep, PL ^{[1
]}

Lazzaro, S ^{[1
]}

Osner, N ^{[1
]}

Stewart, N ^{[1
]}

Thang, SH ^{[1
]}

Watson, KG ^{[1
]}

机构：

[1] ICI Australia, Res Grp, Ascotvale, Vic 3032, Australia

来源：

SYNTHESIS-STUTTGART | 1998年 / 01期

关键词：

pyrimidine; sulfonamides; trifluoroethoxy; substitution; nucleophilic;

D O I：

暂无

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The first general synthesis of 4,6-disubstituted 5-pyrimidinesulfonamides is described. Treatment of 4,6-dichloro-5-benzylthiopyrimidine (3) with ethoxide or trifluoroethoxide, oxidation of the benzyithio group to a sulfonyl chloride and reaction with ammonia gave 4,6-dialkoxy-5-pyrimidinesulfonamides 5a,b. Stepwise displacement of the trifluoroethoxy groups in 5a gave a variety of symmetrical and non-symmetrical 4,6-disubstituted 5-pyrimidinesulfonamides 5h-h.

引用

页码：36 / +

页数：4

共 50 条

[21] Synthesis of 4,6-disubstituted thieno[2,3-d]pyrimidines from 4,6-dichloro-2-methylthiopyrimidine-5-carbaldehyde.
Tumkevicius, S
Kaminskas, A
Bucinskaite, V
Labanauskas, L
HETEROCYCLIC COMMUNICATIONS, 2003, 9 (01) : 89 - 94
[22] Synthesis of 4,6-disubstituted dimethyl pyridazine-3,5-dicarboxylates
Yakovlev, ME
Razin, VV
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2004, 40 (07) : 1033 - 1036
[23] Antimicrobial activity of new 4,6-disubstituted pyrimidine, pyrazoline, and pyran derivatives
Mahmoud M. M. Ramiz
Wael A. El-Sayed
Asmaa I. El-Tantawy
Adel A. -H. Abdel-Rahman
Archives of Pharmacal Research, 2010, 33 : 647 - 654
[24] Antimicrobial Activity of New 4,6-Disubstituted Pyrimidine, Pyrazoline, and Pyran Derivatives
Ramiz, Mahmoud M. M.
El-Sayed, Wael A.
El-Tantawy, Asmaa I.
Abdel-Rahman, Adel A. -H.
ARCHIVES OF PHARMACAL RESEARCH, 2010, 33 (05) : 647 - 654
[25] Organocatalytic approach to 3,5,6-trisubstituted and 4,6-disubstituted tetrahydropyran-2-ones
Xu, Danhua
Zhang, Yihua
Ma, Dawei
TETRAHEDRON LETTERS, 2010, 51 (29) : 3827 - 3829
[26] A PROTON AND CARBON NMR SPECTRAL STUDY OF 4-SUBSTITUTED AND 4,6-DISUBSTITUTED DIBENZOTHIOPHENES
KATRITZKY, AR
PERUMAL, S
MAGNETIC RESONANCE IN CHEMISTRY, 1990, 28 (10) : 914 - 917
[27] LINEAR ALPHA,BETA-UNSATURATED FERROCENYLKETONES IN THE SYNTHESIS OF 4,6-DISUBSTITUTED DIHYDROPYRIMIDINTHIONES
POSTNOV, VN
GONCHAROV, AV
HOCKE, J
KRUTKO, DP
DOKLADY AKADEMII NAUK, 1993, 331 (02) : 196 - 198
[28] Synthesis of a 4,6-disubstituted dibenzofuran β-sheet initiator by reductive radical arylation of benzene
Crich, D
Grant, D
JOURNAL OF ORGANIC CHEMISTRY, 2005, 70 (06): : 2384 - 2386
[29] NUCLEAR MAGNETIC RESONANCE SPECTRA OF SOME 4,6-DISUBSTITUTED O-CRESOLS
KONDO, M
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1965, 38 (08) : 1271 - +
[30] PYRIMIDINES .52. PHOTOCHEMISTRY OF 4,6-DISUBSTITUTED PYRIMIDINE N-OXIDES
ROETERDINK, F
VANDERPLAS, HC
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1976, (11): : 1202 - 1204

← 1 2 3 4 5 →