3-(ACYLAMINO)-3-AMINO-2-NITROACRYLONITRILES FROM N-ACYL-S-METHYL-3,3-DIAMINO-2-NITROACRYLTHIOIMIDATES

被引:6
作者
TRIMINO, MIG
LINDEN, A
HEIMGARTNER, H
CABRERA, AM
机构
[1] UNIV ZURICH,INST ORGAN CHEM,CH-8057 ZURICH,SWITZERLAND
[2] NATL CTR SCI RES,ORGAN CHEM LAB,HAVANA,CUBA
关键词
D O I
10.1002/hlca.19930760808
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Reaction of N-acyl-3.3-diamino-2-nitroacrylthioamides 1 with MeI at room temperature leads to N-acyl-S-methyl-3,3-diamino-2-nitroacrylthioimidates 2 in moderate yields. The latter react with Hg(OAc)2 in DMF yielding 3-(acylamino)-3-amino-2-nitroacrylonitriles 8. The structures of 2a and 8a were established by X-ray crystallography.
引用
收藏
页码:2817 / 2829
页数:13
相关论文
共 38 条
[1]   SIMULTANEOUS ACTION OF PHOSPHINES TOGETHER WITH CARBON TETRACHLORIDE ON AMMONIA (DERIVATIVES) .2. SIMPLE SYNTHESIS OF NITRILS [J].
APPEL, R ;
KLEINSTU.R ;
ZIEHN, KD .
CHEMISCHE BERICHTE-RECUEIL, 1971, 104 (04) :1030-&
[2]  
BUSING WR, 1962, ORNLTM305 REP
[3]  
CARRUTHERS JR, 1986, CRYSTALS
[4]   FURTHER STUDIES ON THE REACTION OF DISULPHIDES WITH SILVER NITRATE [J].
CECIL, R ;
MCPHEE, JR .
BIOCHEMICAL JOURNAL, 1957, 66 (03) :538-543
[5]   APPLICATION OF BISTHIO CARBANIONS TO ELABORATION OF 2-CYCLOHEXENONE SYSTEMS [J].
COREY, EJ ;
CROUSE, D .
JOURNAL OF ORGANIC CHEMISTRY, 1968, 33 (01) :298-&
[6]   NEW METHOD FOR CONVERTING THIOAMIDES INTO NITRILES - USE OF DIETHYL AZODICARBOXYLATE AND TRIPHENYLPHOSPHINE [J].
DOWLE, MD .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1977, (07) :220-221
[7]   SYNTHESIS OF ANHYDRIDES BY DESULPHURIZATION OF THIOESTERS [J].
ELLIS, J ;
FRIER, RD ;
SCHIBECI, RA .
AUSTRALIAN JOURNAL OF CHEMISTRY, 1971, 24 (07) :1527-&
[8]   ON ENANTIOMORPH-POLARITY ESTIMATION [J].
FLACK, HD .
ACTA CRYSTALLOGRAPHICA SECTION A, 1983, 39 (NOV) :876-881
[9]  
FLACK HD, 1985, ACTA CRYSTALLOGR A, V41, P500
[10]   NEW ROUTE TO NITRILES FROM THIOAMIDES [J].
FUJITA, H ;
ENDO, R ;
MURAYAMA, K .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1972, 45 (05) :1582-+