Condensation reactions of benzils with ureas in ethylene glycol

被引:4
作者
Lee, CK
Kim, SH
Kim, YB
机构
[1] Department of Chemistry, Kangweon National University
关键词
D O I
10.1002/jhet.5570330403
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Reactions of benzils and urea in ethylene glycol at 180 degrees for 1-2 hours gave 2,4,5-triaryloxazoles as major products and bicyclic imidazoimidazole-2,5-diones as minor products. N-Methylurea and N-phenylurea gave the oxazoles under similar conditions. The solvent seemed to assist the formation of oxazole by eliminating the isocyanate components as ethylene glycol. biscarbamates.
引用
收藏
页码:1019 / 1024
页数:6
相关论文
共 19 条
[1]   Information on diureine. [J].
Biltz, H .
BERICHTE DER DEUTSCHEN CHEMISCHEN GESELLSCHAFT, 1907, 40 :4806-4816
[2]   MASS SPECTRA OF SOME ALKYL AND ARYL OXAZOLES [J].
BOWIE, JH ;
DONAGHUE, PF ;
RODDA, HJ ;
COOKS, RG ;
WILLIAMS, DH .
ORGANIC MASS SPECTROMETRY, 1968, 1 (01) :13-&
[3]   ELECTRON IMPACT STUDIES .29. C13H9 SKELETAL-REARRANGEMENT FRAGMENT IN MASS SPECTRA OF HETEROCYCLIC SYSTEMS CONTAINING DIPHENYL SUBSTITUENTS . A DEUTERIUM LABELLING STUDY [J].
BOWIE, JH ;
DONAGHUE, PF ;
RODDA, HJ ;
SIMONS, BK .
TETRAHEDRON, 1968, 24 (10) :3965-&
[4]   MECHANISTIC STUDIES IN CHEMISTRY OF UREA .2. REACTION WITH BENZIL, 4,4'-DIMETHYLBENZIL, AND 4,4'-DIMETHOXYBENZIL [J].
BUTLER, AR ;
LEITCH, E .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1977, (14) :1972-1976
[5]   MECHANISTIC STUDIES IN THE CHEMISTRY OF UREA .5. REACTION OF UREA, 1-METHYLUREA, AND 1,3-DIMETHYLUREA WITH 1-PHENYLPROPANE-1,2-DIONE IN ACID-SOLUTION [J].
BUTLER, AR ;
HUSSAIN, I ;
LEITCH, E .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1980, (01) :106-109
[6]   MECHANISTIC STUDIES IN THE CHEMISTRY OF UREA .4. REACTIONS OF UREA, 1-METHYLUREA, AND 1,3-DIMETHYLUREA WITH BENZIL IN ACID-SOLUTION [J].
BUTLER, AR ;
LEITCH, E .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1980, (01) :103-105
[7]   The action of ammonia on benzil [J].
Davidson, D ;
Weiss, M ;
Jelling, M .
JOURNAL OF ORGANIC CHEMISTRY, 1937, 2 (04) :319-327
[8]  
GHOSH TN, 1948, J INDIAN CHEM SOC, V25, P515
[9]   UNTERSUCHUNGEN IN DER AZOLREIHE .3. DIE STRUKTUR DER OXAZOLONE-(2) UND OXAZOLTHIONE-(2) - UV-ABSORPTIONS-SPEKTREN UND FLUORESCENZ-SPEKTREN DIESER UND VERWANDTER VERBINDUNGEN [J].
GOMPPER, R ;
HERLINGER, H .
CHEMISCHE BERICHTE-RECUEIL, 1956, 89 (12) :2816-2824
[10]   ACTION OF BROMINE IN ACETIC ACID ON 4,5-DIPHENYL-2-IMIDAZOLONE [J].
GREENBERG, H ;
VANES, T ;
BACKEBER.OG .
JOURNAL OF ORGANIC CHEMISTRY, 1966, 31 (12) :3951-+