THE SYNTHESIS OF 3-ARYLAMINOMETHYL-2,4-DIHYDROXYACETOPHENONE OR 8-ACETYL-3-ARYL-3,4-DIHYDRO-5-HYDROXY-2H-1,3-BENZOXAZINE AND THEIR INTERCONVERSION

被引：0

作者：

ZHU, ZH ^{[1
]}

XU, XJ ^{[1
]}

机构：

[1] BEIJING NORMAL UNIV,DEPT CHEM,BEIJING 100875,PEOPLES R CHINA

来源：

CHEMICAL JOURNAL OF CHINESE UNIVERSITIES-CHINESE | 1995年 / 16卷 / 05期

关键词：

MANNICH REACTION; MANNICH BASE; 3-ARYLAMINOMETHYL-2,4-DIHYDROXYACETOPHENONE; 8-ACETYL-3-ARYL-3,4-DIHYDRO-5-HYDROXY-2H-1,3-BENZOXAZINE 2,4-DIHYDROXYACETOPHENONE;

D O I：

暂无

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The Mannich reaction of 2, 4-dihydroxyacetophenone, 37% formaldehyde solution and arylamines has been studied in ethanolic-HCl solution or 95% ethyl alcohol. Two different kinds of compounds are obtained. Five 3-arylamino-methyl-2, 4-dihydroxy-acetophenone (5) and five 8-acetyl-3-aryl-3, 4-di-hydro-5-hydroxy-2H-1,3-benzoxazine (6) are prepared. All of them are first reported. The structures of 5 and 6 are deduced by elemental analysis, IR, H-1 NMR, MS and UV analysis. The interconversion between 5 and 6 has also been realized successfully.

引用

页码：730 / 734

页数：5

共 12 条

[1] AGARWAL SK, 1980, J INDIAN CHEM SOC, V57, P1240
[2] ALBERT FS, 1976, Patent No. 3987808
[3] 3 ISOMERIC MORPHOLINE-MANNICH BASES OF PHENOL
BRANDES, R
ROTH, HJ
[J]. ARCHIV DER PHARMAZIE UND BERICHTE DER DEUTSCHEN PHARMAZEUTISCHEN GESSELSCHAFT, 1967, 300 (12): : 1005 - &
[4] 3,4-DIHYDRO-1,3,2H-BENZOXAZINES - REACTION OF PARA-SUBSTITUTED PHENOLS WITH N,N-DIMETHYLOLAMINES
BURKE, WJ
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1949, 71 (02) : 609 - 612
[5] CHUNG WK, 1973, YAKHAK HOEJI, V17, P115
[6] FERENC K, 1978, TETRAHEDRON LETT, P1443
[7] FURNISS BS, 1978, VOGELS TXB PRACTICAL, P297
[8] GAUTIER JA, 1964, CR HEBD ACAD SCI, V258, P3731
[9] SUN MZ, 1985, ACTA CHIM SINICA, V43, P306
[10] YAO XS, 1981, SPECTRA ANAL ORGANIC, V32, P127

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