5-Bromobarbituric acid: A mild and selective monobrominating agent employed in the synthesis of the Gastrin antagonist GR174152

被引：4

作者：

Bright, R ^{[1
]}

Coote, SJ ^{[1
]}

Freeman, S ^{[1
]}

Hayes, D ^{[1
]}

Smith, G ^{[1
]}

Tapolczay, D ^{[1
]}

机构：

[1] GLAXO WELLCOME MED RES CTR,PROC RES DEPT,STEVENAGE SG1 2NY,HERTS,ENGLAND

来源：

SYNTHETIC COMMUNICATIONS | 1996年 / 26卷 / 22期

关键词：

D O I：

10.1080/00397919608004658

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

5-Bromobarbituric acid (5) is a convenient reagent for the selective bromination of cyclic imine 3. A facile, in situ synthesis of this reagent involving a disproportionation reaction between barbituric acid and dibromobarbituric acid is described.

引用

页码：4195 / 4209

页数：15

共 21 条

[1]

ARMOUR DR, Patent No. 9413648

[2]

ASPELUND H, 1967, ACTA ACAD ABO B, V26, P20

[3] Quantitative reduction by hydriodic acid of halogenated malonyl derivatives Part I The amides and s-di-alkyl- and- aryl-substituted amides of mono- and di-bromomalonic acid [J].

Backes, JV ;

West, RW ;

Whiteley, MA .

JOURNAL OF THE CHEMICAL SOCIETY, 1921, 119 :359-379

[4]

BAEYER A, 1864, LIEBIGS ANN CHEM, V130, P134

[5]

BECCALLI EM, 1991, SYNTHESIS-STUTTGART, P127

[6]

BLOCH R, 1978, SYNTHESIS-STUTTGART, P140

[7] Concerning barbituric acid. [J].

Bock, W .

BERICHTE DER DEUTSCHEN CHEMISCHEN GESELLSCHAFT, 1922, 55 :3400-3405

[8] Concerning anilino-malic acid ester and its derivatives. [J].

Conrad, M ;

Reinbach, H .

BERICHTE DER DEUTSCHEN CHEMISCHEN GESELLSCHAFT, 1902, 35 :511-525

[9]

COX AB, 1931, J CHEM SOC, P1872

[10] HETEROCYCLIC-ANALOGS OF THE BENZOLACTAM NUCLEUS OF THE NONPEPTIDIC GROWTH-HORMONE SECRETAGOGUE L-692,429 [J].

DEVITA, RJ ;

SCHOEN, WR ;

DOLDOURAS, GA ;

FISHER, MH ;

WYVRATT, MJ ;

CHENG, K ;

CHAN, WWS ;

BUTLER, BS ;

SMITH, RG .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1995, 5 (12) :1281-1286

← 1 2 3 →