Dehydration of aromatic heterocyclic carboxamides to aromatic heterocyclic carbonitriles

被引：7

作者：

Aquino, F ^{[1
]}

Karge, R ^{[1
]}

Pauling, H ^{[1
]}

Bonrath, W ^{[1
]}

机构：

[1] F HOFFMANN LA ROCHE & CO LTD,VITAMIN RES & TECHNOL DEV,CH-4070 BASEL,SWITZERLAND

来源：

MOLECULES | 1997年 / 2卷 / 11期

关键词：

dehydration; heterocyclic carboxamides; heterocyclic carbonitriles; cyanuric chloride DMF;

D O I：

10.3390/21100176

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Phosphorus pentoxide is commonly used for the dehydration of heterocyclic carboxamides to the corresponding nitriles. In this report, the use of cyanuric chloride/N,N-disubstituted formamide for this reaction is described, The advantages of this procedure are mild reaction conditions and good yields. Depending on the reaction conditions and the structures of the amides, the nitriles are obtained in yields from 51% to 99%. Several of the oxazole carbonitriles synthesized by this procedure have not yet been described.

引用

页码：176 / 179

页数：4

共 15 条

[1]

BONRATH W, 1994, Patent No. 612736

[2]

BONRATH W, 1993, UNPUB

[3]

BONRATH W, 1996, Patent No. 5502212

[4]

EICHER T, 1994, CHEM HETEROCYCLEN, P122

[5]

GILCHRIST TL, 1992, HETEROCYCLENCHEMIE, P319

[6]

Hoffmann-Paquotte H., 1978, [No title captured], Patent No. [DE 2847625, 2847625]

[7]

ISLER O, 1988, VITAMINE, V2, P193

[8] SYNTHETIC INTERMEDIATE OF PYRIDOXINE .I. A NOVEL SYNTHESIS OF 5-ALKOXY-2-CARBOXY-4-METHYLOXAZOLE [J].

MAEDA, I ;

TAKEHARA, M ;

TOGO, K ;

ASAI, S ;

YOSHIDA, R .

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1969, 42 (05) :1435-+

[9]

Nosberger P., 1990, [No title captured], Patent No. [EP 492233, 492233]

[10]

OLAH GA, 1980, SYNTHESIS-STUTTGART, P657

← 1 2 →