Improved synthesis of 3,3-diamino-2-nitro-thioacrylamides

Synthetic Communications

Volumn 26, Issue 6, 1996, Pages 1187-1197

  Moya Argilagos, D ^a   Macias Cabrera A ^a   Garcia Trimino M I ^a   Velez Castro H ^a  

^a NATL CENTER FOR SCIENTIFIC RESEARCH   (Cuba)

Author keywords

[No Author keywords available]

Indexed keywords

ACRYLAMIDE DERIVATIVE;

ARTICLE; DRUG SYNTHESIS; REACTION ANALYSIS;

EID: 0030005206     PISSN: 00397911     EISSN: None     Source Type: Journal    
DOI: 10.1080/00397919608003728     Document Type: Article

References (11)

1. /1/ Gompper, R. and Elser, W., Angew.Chem., 1967, 79(8), 382.
2. /2/ Schaumann, E., Sieveking, S. and Walter, W., Tetrahedron Lett., 1974, 30, 1447.
3. /3/ Rajappa, S., Sreenivasan, R., Advani, B. G., Summerville, R. H. and Hoffmann, R., Indian J. Chem., 1977, 15B, 297.
4. /4/ DMF proved as a good solvent too in relation to the reaction time and yield but made the isolation of the products difficult.
5. /5/ Rajappa, S. and Nagarajan, K., J. Chem. Soc. Perkin Trans. II, 1977, 1912.
6. /6/ Rajappa, S., Sreenivasan, R. and Advani, B.G., Synthesis, 1974, 656.
7. /7/ Gompper, R. and Schaefer, H., Chem. Ber., 1967, 100, 591.
8. /8/ The molecule is cleaved even at 12 eV; m/z corresponds to the nitroketeneaminal fragment or to the nitroketeneaminal fragment +1
9. /9/ 8d was precipitated by addition of diethylether.
10. /10/ After rotoevaporation of the solvent 8e was precipitated with ethyl acetate, 8f and 8i with ethanol.
11. 3OH as eluent.