Synthesis of mono- and N,N-disubstituted ureas

被引：21

作者：

Katritzky, AR ^{[1
]}

Kirichenko, N ^{[1
]}

Rogovoy, BV ^{[1
]}

机构：

[1] Univ Florida, Dept Chem, Ctr Heterocycl Cpds, Gainesville, FL 32611 USA

来源：

ARKIVOC | 2003年

关键词：

urea; preparation; benzotriazole; substitution; solid-phase synthesis;

D O I：

10.3998/ark.5550190.0004.802

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Benzotriazole-1-carboxamide is a new efficient reagent for the preparation of mono- and N,N-disubstituted ureas. The title ureas 3 were obtained from benzotriazole-1-carboxamide with primary and secondary aliphatic amines and p-anisidine under mild conditions with simple purification in isolated yields of 61-96%. The procedure developed is suitable for solid-phase work.

引用

页码：8 / 14

页数：7

共 34 条

[1] THE RATIONAL DEVELOPMENT OF SMALL-MOLECULE TACHYKININ NK(3) RECEPTOR-SELECTIVE ANTAGONISTS - THE UTILIZATION OF A DIPEPTIDE CHEMICAL LIBRARY IN DRUG DESIGN [J].

BODEN, P ;

EDEN, JM ;

HODGSON, J ;

HORWELL, DC ;

HOWSON, W ;

HUGHES, J ;

MCKNIGHT, AT ;

MEECHAM, K ;

PRITCHARD, MC ;

RAPHY, J ;

RATCLIFFE, GS ;

SUMANCHAUHAN, N ;

WOODRUFF, GN .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1994, 4 (14) :1679-1684

[2] THE DEVELOPMENT OF A NOVEL SERIES OF NONPEPTIDE TACHYKININ NK3 RECEPTOR-SELECTIVE ANTAGONISTS [J].

BODEN, P ;

EDEN, JM ;

HODGSON, J ;

HORWELL, DC ;

PRITCHARD, MC ;

RAPHY, J ;

SUMANCHAUHAN, N .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1995, 5 (16) :1773-1778

[3] Solid-phase synthesis of urea and amide libraries using the T2 triazene linker [J].

Bräse, S ;

Dahmen, S ;

Pfefferkorn, M .

JOURNAL OF COMBINATORIAL CHEMISTRY, 2000, 2 (06) :710-715

[4]

CACCHI S, 1980, SYNTHESIS-STUTTGART, P243

[5] THE SYNTHESIS OF URIC ACID CONTAINING ISOTOPIC NITROGEN [J].

CAVALIERI, LF ;

BLAIR, VE ;

BROWN, GB .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1948, 70 (03) :1240-1242

[6] Amide surrogates of matrix metalloproteinase inhibitors: Urea and sulfonamide mimics [J].

Decicco, CP ;

Seng, JL ;

Kennedy, KE ;

Covington, MB ;

Welch, PK ;

Arner, EC ;

Magolda, RL ;

Nelson, DJ .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1997, 7 (18) :2331-2336

[7] Substituted analogues of GV150526 as potent glycine binding site antagonists in animal models of cerebral ischemia [J].

Di Fabio, R ;

Conti, N ;

De Magistris, E ;

Feriani, A ;

Provera, S ;

Sabbatini, FM ;

Reggiani, A ;

Rovatti, L ;

Barnaby, RJ .

JOURNAL OF MEDICINAL CHEMISTRY, 1999, 42 (18) :3486-3493

[8] Solid phase synthesis of urea libraries using a diversifiable thiophenoxy carbonyl linker [J].

Dressman, BA ;

Singh, U ;

Kaldor, SW .

TETRAHEDRON LETTERS, 1998, 39 (22) :3631-3634

[9] CYCLIC AMIDINES .10. 2-AMINOQUINAZOLINE DERIVATIVES [J].

GROUT, RJ ;

PARTRIDGE, MW .

JOURNAL OF THE CHEMICAL SOCIETY, 1960, (SEP) :3540-3545

[10]

Hegarty A.F., 1995, COMPREHENSIVE ORGANI, V6, P499

← 1 2 3 4 →