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.

 Related Synthetic Route
methyl N'-benzyl-N-cyanocarbamimidothioate Structure

5863-81-0

methyl N'-benzy...

~98%

Methyl mercaptan Structure

74-93-1

Methyl mercaptan

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

21505-06-6

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

1-cyano-2-methylisothiourea Structure

15760-26-6

1-cyano-2-methy...

monomethylhydrazine Structure

60-34-4

monomethylhydrazine

~61%

Methyl mercaptan Structure

74-93-1

Methyl mercaptan

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

25688-67-9

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

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

75565-11-6

methyl n-cyano-...

~85%

Methyl mercaptan Structure

74-93-1

Methyl mercaptan

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

89292-91-1

5-(4-methylpipe...

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

65159-19-5

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

~0%

Methyl mercaptan Structure

74-93-1

Methyl mercaptan

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

51420-45-2

5-amino-2-(pipe...

methyl N-cyano-N'-phenylcarbamimidothioate Structure

21504-96-1

methyl N-cyano-...

~0%

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

3310-68-7

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

Methyl mercaptan Structure

74-93-1

Methyl mercaptan

methyl N'-benzyl-N-cyanocarbamimidothioate Structure

5863-81-0

methyl N'-benzy...

~0%

Methyl mercaptan Structure

74-93-1

Methyl mercaptan

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

21505-06-6

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

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

72499-72-0

methylN'-cyano-...

~0%

N/A Structure

16691-44-4

N/A

Methyl mercaptan Structure

74-93-1

Methyl mercaptan

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

75565-11-6

methyl n-cyano-...

~0%

Methyl mercaptan Structure

74-93-1

Methyl mercaptan

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

89292-91-1

5-(4-methylpipe...

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

106580-90-9

methyl N'-cyano...

~0%

Methyl mercaptan Structure

74-93-1

Methyl mercaptan

N/A Structure

106580-73-8

N/A

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

106580-89-6

methyl N'-cyano...

~0%

Methyl mercaptan Structure

74-93-1

Methyl mercaptan

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

106580-72-7

5-amino-3-(pyri...

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

106580-85-2

methyl N'-cyano...

~0%

Methyl mercaptan Structure

74-93-1

Methyl mercaptan

N/A Structure

106580-67-0

N/A

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

32885-06-6

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

~0%

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

51420-46-3

5-(4-morpholiny...

Methyl mercaptan Structure

74-93-1

Methyl mercaptan

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

59541-69-4

methyl N'-cyano...

~0%

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

3929-18-8

N3-(4-Methylphe...

Methyl mercaptan Structure

74-93-1

Methyl mercaptan

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

5848-26-0

N-cyano-S-methy...

~0%

Methyl mercaptan Structure

74-93-1

Methyl mercaptan

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

87253-78-9

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

N-Cyano-N',S-dimethylisothiourea Structure

5848-24-8

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

~0%

Methyl mercaptan Structure

74-93-1

Methyl mercaptan

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

87253-82-5

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

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

86123-55-9

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

~0%

Methyl mercaptan Structure

74-93-1

Methyl mercaptan

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

106580-69-2

N5-(2-(diethyla...

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

106580-91-0

1-cyano-2-merca...

~0%

Methyl mercaptan Structure

74-93-1

Methyl mercaptan

N/A Structure

106580-74-9

N/A

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

106580-88-5

methyl N'-cyano...

~0%

Methyl mercaptan Structure

74-93-1

Methyl mercaptan

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

106580-71-6

5-amino-3-(pyri...

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

106580-84-1

methyl N'-cyano...

~0%

Methyl mercaptan Structure

74-93-1

Methyl mercaptan

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

106580-66-9

N3-(3,4-diethox...

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

62382-63-2

N-cyano-1-methy...

~0%

Methyl mercaptan Structure

74-93-1

Methyl mercaptan

N/A Structure

106580-63-6

N/A

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

5848-27-1

Cyanamide, N-(i...

~0%

Methyl mercaptan Structure

74-93-1

Methyl mercaptan

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

106580-60-3

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

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

51108-31-7

Isothiourea, N-...

~0%

Methyl mercaptan Structure

74-93-1

Methyl mercaptan

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

51108-33-9

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

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

106580-82-9

methyl N-4-chlo...

~0%

Methyl mercaptan Structure

74-93-1

Methyl mercaptan

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

106580-64-7

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

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

106580-78-3

methyl N-cyano-...

~0%

Methyl mercaptan Structure

74-93-1

Methyl mercaptan

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

106580-53-4

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

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

106580-87-4

methyl N'-cyano...

~0%

Methyl mercaptan Structure

74-93-1

Methyl mercaptan

N/A Structure

106580-70-5

N/A

1-cyano-2-methylisothiourea Structure

15760-26-6

1-cyano-2-methy...

benzylhydrazine oxalate Structure

32064-65-6

benzylhydrazine...

~0%

Methyl mercaptan Structure

74-93-1

Methyl mercaptan

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

62176-87-8

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

methyl N'-cyano-N-isopentylcarbamimidothioate Structure

106580-81-8

methyl N'-cyano...

~0%

Methyl mercaptan Structure

74-93-1

Methyl mercaptan

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

106580-62-5

N5-isopentyl-1H...

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

60573-21-9

1-tert-butyl-3-...

~0%

Methyl mercaptan Structure

74-93-1

Methyl mercaptan

N/A Structure

106580-61-4

N/A

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

106580-86-3

methyl N'-cyano...

~0%

Methyl mercaptan Structure

74-93-1

Methyl mercaptan

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

106580-68-1

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

methyl N'-benzyl-N-cyanocarbamimidothioate Structure

5863-81-0

methyl N'-benzy...

monomethylhydrazine Structure

60-34-4

monomethylhydrazine

~0%

Methyl mercaptan Structure

74-93-1

Methyl mercaptan

N/A Structure

106580-56-7

N/A

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

106580-77-2

methyl N'-cyano...

~0%

Methyl mercaptan Structure

74-93-1

Methyl mercaptan

N/A Structure

106580-52-3

N/A

N/A Structure

106580-79-4

N/A

monomethylhydrazine Structure

60-34-4

monomethylhydrazine

~0%

Methyl mercaptan Structure

74-93-1

Methyl mercaptan

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

73279-10-4

N5-(3-Hydroxypr...

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

32885-06-6

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

monomethylhydrazine Structure

60-34-4

monomethylhydrazine

~0%

Methyl mercaptan Structure

74-93-1

Methyl mercaptan

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

86123-68-4

5-amino-2-methy...

1-cyano-2-methylisothiourea Structure

15760-26-6

1-cyano-2-methy...

monomethylhydrazine Structure

60-34-4

monomethylhydrazine

~0%

Methyl mercaptan Structure

74-93-1

Methyl mercaptan

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

25688-67-9

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

methyl N-cyano-N'-phenylcarbamimidothioate Structure

21504-96-1

methyl N-cyano-...

monomethylhydrazine Structure

60-34-4

monomethylhydrazine

~0%

Methyl mercaptan Structure

74-93-1

Methyl mercaptan

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

37634-00-7

1-Methyl-N5-phe...

monomethylhydrazine Structure

60-34-4

monomethylhydrazine

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

59541-69-4

methyl N'-cyano...

~0%

Methyl mercaptan Structure

74-93-1

Methyl mercaptan

N/A Structure

106580-59-0

N/A

2-Hydrazinoethanol Structure

109-84-2

2-Hydrazinoethanol

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

32885-06-6

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

~0%

Methyl mercaptan Structure

74-93-1

Methyl mercaptan

N/A Structure

106580-50-1

N/A

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

106580-80-7

S-methyl N-cyan...

monomethylhydrazine Structure

60-34-4

monomethylhydrazine

~0%

Methyl mercaptan Structure

74-93-1

Methyl mercaptan

N/A Structure

106580-55-6

N/A

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

72499-72-0

methylN'-cyano-...

monomethylhydrazine Structure

60-34-4

monomethylhydrazine

~0%

Methyl mercaptan Structure

74-93-1

Methyl mercaptan

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

106580-58-9

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

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

72835-53-1

N-Cyano-S-methy...

monomethylhydrazine Structure

60-34-4

monomethylhydrazine

~0%

Methyl mercaptan Structure

74-93-1

Methyl mercaptan

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

106580-54-5

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

methyl N-cyano-N'-phenylcarbamimidothioate Structure

21504-96-1

methyl N-cyano-...

~93%

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

3310-68-7

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

Methyl mercaptan Structure

74-93-1

Methyl mercaptan

1-cyano-2-methylisothiourea Structure

15760-26-6

1-cyano-2-methy...

benzylhydrazine oxalate Structure

32064-65-6

benzylhydrazine...

~63%

Methyl mercaptan Structure

74-93-1

Methyl mercaptan

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

62176-87-8

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

methyl N-cyano-N'-phenylcarbamimidothioate Structure

21504-96-1

methyl N-cyano-...

monomethylhydrazine Structure

60-34-4

monomethylhydrazine

~54%

Methyl mercaptan Structure

74-93-1

Methyl mercaptan

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

37634-00-7

1-Methyl-N5-phe...


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