e.g. Filippa Pettersson or Cancer Res. 75(6) , 1102-12, (2015) or 10.1002/anie.201600521

On triazoles. V. Synthesis of 1??and 2??R1??3??R2, R3??amino??5??amino??1, 2, 4??triazoles

JÓZ Reiter, L Pongó, T Somorai…

Index: Reiter, Jozsef; Pongo, Laszlo; Somorai, Tamas; Dvortsak, Peter Journal of Heterocyclic Chemistry, 1986 , vol. 23, p. 401 - 408

Full Text: HTML

Citation Number: 42

Abstract

Abstract The correct isomeric and tautomeric structure of different 1-and 2-R 1-3-R 2, R 3- amino-5-amino-1, 2, 4-triazole derivatives prepared from the corresponding N-cyano-N'-R 2, R 3-S-methyl-isothioureas and the corresponding hydrazines was proved with the help of their ir, uv, 1 H-nmr and 13 C-nmr spectra as well as the uv spectra of the Schiff bases of an isomeric pair.

methyl N'-benzyl-N-cyanocarbamimidothioate Structure

methyl N'-benzy...

~98%

Methyl mercaptan Structure

Methyl mercaptan

N3-Benzyl-1H-1,2,4-triazole-3,5-diamine Structure

N3-Benzyl-1H-1,...

Learn More

1-cyano-2-methylisothiourea Structure

1-cyano-2-methy...

monomethylhydrazine Structure

monomethylhydrazine

~61%

Methyl mercaptan Structure

Methyl mercaptan

1-methyl-1H-1,2,4-triazole-3,5-diamine(SALTDATA: HCl 0.5H2O) Structure

1-methyl-1H-1,2...

Learn More

methyl n-cyano-4-methyltetrahydro-1(2h)-pyrazinecarbimidothioate Structure

methyl n-cyano-...

~85%

Methyl mercaptan Structure

Methyl mercaptan

5-(4-methylpiperazin-1-yl)-1H-1,2,4-triazol-3-amine Structure

5-(4-methylpipe...

Learn More

1-Aza-3-thia-1-cyan-2-piperidino-1-buten Structure

1-Aza-3-thia-1-...

~0%

Methyl mercaptan Structure

Methyl mercaptan

5-amino-2-(piperidinyl)-1H-1,2,4-triazole Structure

5-amino-2-(pipe...

Learn More

methyl N-cyano-N'-phenylcarbamimidothioate Structure

methyl N-cyano-...

~0%

1H-1,2,4-Triazole-3,5-diamine,N5-phenyl Structure

1H-1,2,4-Triazo...

Methyl mercaptan Structure

Methyl mercaptan

Learn More

methyl N'-benzyl-N-cyanocarbamimidothioate Structure

methyl N'-benzy...

~0%

Methyl mercaptan Structure

Methyl mercaptan

N3-Benzyl-1H-1,2,4-triazole-3,5-diamine Structure

N3-Benzyl-1H-1,...

Learn More

methylN'-cyano-N-(o-tolyl)carbamimidothioate Structure

methylN'-cyano-...

~0%

N/A Structure

Methyl mercaptan Structure

Methyl mercaptan

Learn More

methyl n-cyano-4-methyltetrahydro-1(2h)-pyrazinecarbimidothioate Structure

methyl n-cyano-...

~0%

Methyl mercaptan Structure

Methyl mercaptan

5-(4-methylpiperazin-1-yl)-1H-1,2,4-triazol-3-amine Structure

5-(4-methylpipe...

Learn More

methyl N'-cyano-N-(pyridin-4-ylmethyl)carbamimidothioate Structure

methyl N'-cyano...

~0%

Methyl mercaptan Structure

Methyl mercaptan

N/A Structure

Learn More

methyl N'-cyano-N-[(pyridin-3-yl)methyl]-imidothiocarbamate Structure

methyl N'-cyano...

~0%

Methyl mercaptan Structure

Methyl mercaptan

5-amino-3-(pyridin-3-ylmethylamino)-1H-1,2,4-triazole Structure

5-amino-3-(pyri...

Learn More

methyl N'-cyano-N-(2-(2,6-dimethylphenoxy)ethyl)carbamimidothioate Structure

methyl N'-cyano...

~0%

Methyl mercaptan Structure

Methyl mercaptan

N/A Structure

Learn More

S-methyl-N''-cyano-N'-(1-cycloethoxyethyl)carbamimidothioate Structure

S-methyl-N''-cy...

~0%

5-(4-morpholinyl)-1H-1,2,4-triazol-3-amine(SALTDATA: FREE) Structure

5-(4-morpholiny...

Methyl mercaptan Structure

Methyl mercaptan

Learn More

methyl N'-cyano-N-(4-methylphenyl)imidothiocarbamate Structure

methyl N'-cyano...

~0%

N3-(4-Methylphenyl)-1H-1,2,4-triazole-3,5-diamine Structure

N3-(4-Methylphe...

Methyl mercaptan Structure

Methyl mercaptan

Learn More

N-cyano-S-methyl-N'-propyl-isothiourea Structure

N-cyano-S-methy...

~0%

Methyl mercaptan Structure

Methyl mercaptan

N3-PROPYL-1H-1,2,4-TRIAZOLE-3,5-DIAMINE Structure

N3-PROPYL-1H-1,...

Learn More

N-Cyano-N',S-dimethylisothiourea Structure

N-Cyano-N',S-di...

~0%

Methyl mercaptan Structure

Methyl mercaptan

3-N-methyl-1H-1,2,4-triazole-3,5-diamine Structure

3-N-methyl-1H-1...

Learn More

3-Cyan-1-(2-(diethylamino)ethyl)-2-methylisothioharnstoff Structure

3-Cyan-1-(2-(di...

~0%

Methyl mercaptan Structure

Methyl mercaptan

N5-(2-(diethylamino)ethyl)-1H-1,2,4-triazole-3,5-diamine Structure

N5-(2-(diethyla...

Learn More

1-cyano-2-mercaptomethyl-3-(furfuryl) formamidine Structure

1-cyano-2-merca...

~0%

Methyl mercaptan Structure

Methyl mercaptan

N/A Structure

Learn More

methyl N'-cyano-N-(2-pyridinylmethyl)imidothiocarbamate Structure

methyl N'-cyano...

~0%

Methyl mercaptan Structure

Methyl mercaptan

5-amino-3-(pyridin-2-ylmethylamino)-1H-1,2,4-triazole Structure

5-amino-3-(pyri...

Learn More

methyl N'-cyano-N-(3,4-diethoxyphenethyl)carbamimidothioate Structure

methyl N'-cyano...

~0%

Methyl mercaptan Structure

Methyl mercaptan

N3-(3,4-diethoxyphenethyl)-1H-1,2,4-triazole-3,5-diamine Structure

N3-(3,4-diethox...

Learn More

N-cyano-1-methylsulfanyl-N-prop-2-enyl-methanimidamide Structure

N-cyano-1-methy...

~0%

Methyl mercaptan Structure

Methyl mercaptan

N/A Structure

Learn More

Cyanamide, N-(isoproppylamino)(methylthio)methylene Structure

Cyanamide, N-(i...

~0%

Methyl mercaptan Structure

Methyl mercaptan

1H-1,2,4-Triazole-3,5-diamine,N-(1-methylethyl)-(9CI) Structure

1H-1,2,4-Triazo...

Learn More

Isothiourea, N-cyano-N,N,S-trimethyl Structure

Isothiourea, N-...

~0%

Methyl mercaptan Structure

Methyl mercaptan

1H-1,2,4-Triazole-3,5-diamine, N,N-dimethyl Structure

1H-1,2,4-Triazo...

Learn More

methyl N-4-chlorobenzyl-N'-cyanocarbamimidothioate Structure

methyl N-4-chlo...

~0%

Methyl mercaptan Structure

Methyl mercaptan

5-amino-3-p-chlorobenzylamino-1,2,4-triazole Structure

5-amino-3-p-chl...

Learn More

methyl N-cyano-4-(2-hydroxyethyl)piperazine-1-carbimidothioate Structure

methyl N-cyano-...

~0%

Methyl mercaptan Structure

Methyl mercaptan

2-(4-(5-amino-1H-1,2,4-triazol-3-yl)piperazin-1-yl)ethanol Structure

2-(4-(5-amino-1...

Learn More

methyl N'-cyano-N-(3-(2,6-dimethylphenoxy)propyl)carbamimidothioate Structure

methyl N'-cyano...

~0%

Methyl mercaptan Structure

Methyl mercaptan

N/A Structure

Learn More

1-cyano-2-methylisothiourea Structure

1-cyano-2-methy...

benzylhydrazine oxalate Structure

benzylhydrazine...

~0%

Methyl mercaptan Structure

Methyl mercaptan

1-benzyl-1,2,4-triazole-3,5-diamine Structure

1-benzyl-1,2,4-...

Learn More

methyl N'-cyano-N-isopentylcarbamimidothioate Structure

methyl N'-cyano...

~0%

Methyl mercaptan Structure

Methyl mercaptan

N5-isopentyl-1H-1,2,4-triazole-3,5-diamine Structure

N5-isopentyl-1H...

Learn More

1-tert-butyl-3-cyano-2-methyl-isothiourea Structure

1-tert-butyl-3-...

~0%

Methyl mercaptan Structure

Methyl mercaptan

N/A Structure

Learn More

methyl N'-cyano-N-(2-(2,6-dichlorophenoxy)ethyl)carbamimidothioate Structure

methyl N'-cyano...

~0%

Methyl mercaptan Structure

Methyl mercaptan

N3-(2-(2,6-dichlorophenoxy)ethyl)-1H-1,2,4-triazole-3,5-diamine Structure

N3-(2-(2,6-dich...

Learn More

methyl N'-benzyl-N-cyanocarbamimidothioate Structure

methyl N'-benzy...

monomethylhydrazine Structure

monomethylhydrazine

~0%

Methyl mercaptan Structure

Methyl mercaptan

N/A Structure

Learn More

methyl N'-cyano-N-(2-hydroxyethyl)-N-methylcarbamimidothioate Structure

methyl N'-cyano...

~0%

Methyl mercaptan Structure

Methyl mercaptan

N/A Structure

Learn More

N/A Structure

monomethylhydrazine Structure

monomethylhydrazine

~0%

Methyl mercaptan Structure

Methyl mercaptan

N5-(3-Hydroxypropyl)-1-methyl-1H-1,2,4-triazol-3,5-diamin Structure

N5-(3-Hydroxypr...

Learn More

S-methyl-N''-cyano-N'-(1-cycloethoxyethyl)carbamimidothioate Structure

S-methyl-N''-cy...

monomethylhydrazine Structure

monomethylhydrazine

~0%

Methyl mercaptan Structure

Methyl mercaptan

5-amino-2-methyl-3-morpholino-2H-1,2,4-triazole Structure

5-amino-2-methy...

Learn More

1-cyano-2-methylisothiourea Structure

1-cyano-2-methy...

monomethylhydrazine Structure

monomethylhydrazine

~0%

Methyl mercaptan Structure

Methyl mercaptan

1-methyl-1H-1,2,4-triazole-3,5-diamine(SALTDATA: HCl 0.5H2O) Structure

1-methyl-1H-1,2...

Learn More

methyl N-cyano-N'-phenylcarbamimidothioate Structure

methyl N-cyano-...

monomethylhydrazine Structure

monomethylhydrazine

~0%

Methyl mercaptan Structure

Methyl mercaptan

1-Methyl-N5-phenyl-1H-1,2,4-triazole-3,5-diamine Structure

1-Methyl-N5-phe...

Learn More

monomethylhydrazine Structure

monomethylhydrazine

methyl N'-cyano-N-(4-methylphenyl)imidothiocarbamate Structure

methyl N'-cyano...

~0%

Methyl mercaptan Structure

Methyl mercaptan

N/A Structure

Learn More

2-Hydrazinoethanol Structure

2-Hydrazinoethanol

S-methyl-N''-cyano-N'-(1-cycloethoxyethyl)carbamimidothioate Structure

S-methyl-N''-cy...

~0%

Methyl mercaptan Structure

Methyl mercaptan

N/A Structure

Learn More

S-methyl N-cyano-N'cyclopropyl-carbamimidothiolate Structure

S-methyl N-cyan...

monomethylhydrazine Structure

monomethylhydrazine

~0%

Methyl mercaptan Structure

Methyl mercaptan

N/A Structure

Learn More

methylN'-cyano-N-(o-tolyl)carbamimidothioate Structure

methylN'-cyano-...

monomethylhydrazine Structure

monomethylhydrazine

~0%

Methyl mercaptan Structure

Methyl mercaptan

1-methyl-N5-(o-tolyl)-1H-1,2,4-triazole-3,5-diamine Structure

1-methyl-N5-(o-...

Learn More

N-Cyano-S-methyl-N'-(2-hydroxyethyl)isothioharnstoff Structure

N-Cyano-S-methy...

monomethylhydrazine Structure

monomethylhydrazine

~0%

Methyl mercaptan Structure

Methyl mercaptan

2-((3-amino-1-methyl-1H-1,2,4-triazol-5-yl)amino)ethanol Structure

2-((3-amino-1-m...

Learn More

methyl N-cyano-N'-phenylcarbamimidothioate Structure

methyl N-cyano-...

~93%

1H-1,2,4-Triazole-3,5-diamine,N5-phenyl Structure

1H-1,2,4-Triazo...

Methyl mercaptan Structure

Methyl mercaptan

Learn More

1-cyano-2-methylisothiourea Structure

1-cyano-2-methy...

benzylhydrazine oxalate Structure

benzylhydrazine...

~63%

Methyl mercaptan Structure

Methyl mercaptan

1-benzyl-1,2,4-triazole-3,5-diamine Structure

1-benzyl-1,2,4-...

Learn More

methyl N-cyano-N'-phenylcarbamimidothioate Structure

methyl N-cyano-...

monomethylhydrazine Structure

monomethylhydrazine

~54%

Methyl mercaptan Structure

Methyl mercaptan

1-Methyl-N5-phenyl-1H-1,2,4-triazole-3,5-diamine Structure

1-Methyl-N5-phe...

Learn More

A one-pot, three-component, microwave-promoted synthesis of ...

[Kalinina, Svetlana A.; Kalinin, Dmitrii V.; Dolzhenko, Anton V. Tetrahedron Letters, 2013 , vol. 54, # 40 p. 5537 - 5540]

A one-pot, three-component, microwave-promoted synthesis of ...

[Kalinina, Svetlana A.; Kalinin, Dmitrii V.; Dolzhenko, Anton V. Tetrahedron Letters, 2013 , vol. 54, # 40 p. 5537 - 5540]