NEW SYNTHESIS OF 2-AMINO-6-ALKOXYPYRAZINES FROM N-NITROSOBIS(CYANOMETHYL)AMINE AND ALKOXIDES

被引:9
作者
VOHRA, SK
HARRINGTON, GW
ZACHARIAS, DE
SWERN, D
机构
[1] TEMPLE UNIV,DEPT CHEM,PHILADELPHIA,PA 19122
[2] TEMPLE UNIV,FELS RES INST,PHILADELPHIA,PA 19122
[3] INST CANC RES,PHILADELPHIA,PA 19111
关键词
D O I
10.1021/jo01321a021
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Reaction of N-nitrosobis(cyanomethyl)amine with sodium alkoxides gives good yields of 2-amino-6-alkoxypyrazines in one step. Products were tentatively identified initially by spectral (1H and 13C NMR, UV, MS), polarographic, and elemental analytical methods. 2-Amino-6-methoxypyrazine was unequivocally identified by singlecrystal X-ray examination. © 1979, American Chemical Society. All rights reserved.
引用
收藏
页码:1128 / 1130
页数:3
相关论文
共 16 条
[1]  
ACHESON RM, 1976, INTRO CHEM HETEROCYC, P407
[2]  
BERNSTEIN HJ, 1974, 2ND ANN AEC SCI COMP, P148
[3]   UNUSUALLY MILD AND FACILE BASIC HYDROLYSIS OF N-NITROSO-2-(METHYLAMINO)ACETONITRILE [J].
CHANG, SK ;
HARRINGTON, GW ;
VEALE, HS ;
SWERN, D .
JOURNAL OF ORGANIC CHEMISTRY, 1976, 41 (23) :3752-3755
[4]   UBER EINE NEUARTIGE BASEN-KATALYSIERTE UMLAGERUNG DER NITROSO-GRUPPE [J].
DAENIKER, HU .
HELVETICA CHIMICA ACTA, 1964, 47 (01) :33-&
[5]   ORGANOTROPE CARCINOGENE WIRKUNGEN BEI 65 VERSCHIEDENEN N-NITROSO-VERBINDUNGEN AN BD-RATTEN [J].
DRUCKREY, H ;
PREUSSMA.R ;
IVANKOVI.S ;
SCHMAHL, D ;
AFKHAM, J ;
BLUM, G ;
MENNEL, HD ;
MULLER, M ;
PETROPOU.P ;
SCHNEIDE.H .
ZEITSCHRIFT FUR KREBSFORSCHUNG, 1967, 69 (02) :103-&
[6]  
ELDERFIELD RC, 1957, HETEROCYCLIC COMPOUN, P377
[7]  
GANTZEL PK, 1969, UCLALS4 PROGR
[8]   APPLICATION OF PHASE RELATIONSHIPS TO COMPLEX STRUCTURES .3. OPTIMUM USE OF PHASE RELATIONSHIPS [J].
GERMAIN, G ;
MAIN, P ;
WOOLFSON, MM .
ACTA CRYSTALLOGRAPHICA SECTION A-CRYSTAL PHYSICS DIFFRACTION THEORETICAL AND GENERAL CRYSTALLOGRAPHY, 1971, A 27 (JUL1) :368-&
[9]  
JOULE JA, 1972, HETEROCYCLIC CHEM, P19
[10]  
PALAMIDESSI G, 1961, GAZZ CHIM ITAL, V91, P1431