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Cas Database

17355-78-1

17355-78-1

Identification

  • Product Name:1,2,4,5-Tetrazine, 1,4-dihydro-1,3,4,6-tetraphenyl-

  • CAS Number: 17355-78-1

  • EINECS:

  • Molecular Weight:388.472

  • Molecular Formula: C26H20N4

  • HS Code:

  • Mol File:17355-78-1.mol

Synonyms:

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Relevant articles and documentsAll total 10 Articles be found

Synthesis of 1,2,4-Triazol-3-imines via Selective Stepwise Cycloaddition of Nitrile Imines with Organo-cyanamides

Sharma, Pallavi,Bhat, Shreesha V.,Prabhath, M. R. Ranga,Molino, Andrew,Nauha, Elisa,Wilson, David J. D.,Moses, John E.

supporting information, p. 4263 - 4266 (2018/07/29)

A convenient method for the synthesis of 1,2,4-triazol-3-imines through a selective, formal, 1,3-dipolar cycloaddition of organo-cyanamide ions with nitrile imine dipoles is reported. Hydrolysis of the 1,2,4-triazol-3-imines yields the corresponding 1,2,4-triazol-5-ones. A stepwise mechanism, supported by DFT calculations, is invoked to explain the reaction selectivity.

New synthesis of 1-substituted-1 H-indazoles via 1,3-dipolar cycloaddition of in situ generated nitrile imines and benzyne

Spiteri, Christian,Keeling, Steve,Moses, John E.

scheme or table, p. 3368 - 3371 (2010/11/03)

(Equation Presented). A new synthesis of 1-substitued-1H-indazoles via 1,3-dipolar cycloaddition of nitrile imines to benzyne is described. The reaction is completed within 5 min, affording the corresponding N(1)-C(3) disubstituted indazoles in moderate to excellent yields.

Novel process for synthesis of 1,2,4-triazoles: Ytterbium triflate-catalyzed cyclization of hydrazonyl chlorides with nitriles

Su, Weike,Yang, Dianwen,Li, Jianjun

, p. 1435 - 1440 (2007/10/03)

A series of 1,3,5-trisubstituted 1,2,4-triazoles were synthesized via the intermolecular cyclization of hydrazonyl chlorides with nitriles catalyzed by ytterbium triflate [Yb(OTf)3]. The amount of catalysis was discussed and Yb(OTf)3 could be reused without loss of activity. Copyright Taylor & Francis, Inc.

The 1,3-dipolar cycloadditions of nitrile oxides and nitrile imines to alkyl dicyanoacetates

Neidlein, Richard,Sui, Zhihua

, p. 501 - 507 (2007/10/02)

The readily available alkyl dicyanoacetates 1 reacted with the 1,3-dipolar reagents arenecarbonitrile oxides 2′ and arenecarbonitrile imines 5′ to afford 1,2,4-oxadiazol and 1,2,4-triazol derivatives. The arenecarbonitrile oxides 2′ with electron-donating

NOUVELLE VOIE DE SYNTHESE D'ARYLPYRAZOLO - - QUINOLEINES VIA LA CYCLOADDITION DIPOLAIRE -1,3

Daou, Boujemaa,Soufiaoui, Mohamed

, p. 3351 - 3362 (2007/10/02)

The regiospecificity of the diarylnitrilimines (D.A.N.I) action on the heterocycles such as the benzofuranne and N-methylindole has been demonstrated spectroscopically and chemically.With the N-alkylindoles having an alkoxycarbonyle function in the positi

Process route upstream and downstream products

Process route

benzylidene dichloride
98-87-3

benzylidene dichloride

phenylhydrazine
100-63-0

phenylhydrazine

1,3,4,6-tetraphenyl-1,4-dihydro-1,2,4,5-tetrazine
17355-78-1

1,3,4,6-tetraphenyl-1,4-dihydro-1,2,4,5-tetrazine

benzaldehyde phenylhydrazone
588-64-7

benzaldehyde phenylhydrazone

Conditions
Conditions Yield
With ethanol;
N-cyano-N-phenyl-p-toluenesulfonamide
55305-43-6

N-cyano-N-phenyl-p-toluenesulfonamide

N-phenylbenzohydrazonoyl chloride
15424-14-3

N-phenylbenzohydrazonoyl chloride

C<sub>20</sub>H<sub>16</sub>N<sub>4</sub>

C20H16N4

1,3,4,6-tetraphenyl-1,4-dihydro-1,2,4,5-tetrazine
17355-78-1

1,3,4,6-tetraphenyl-1,4-dihydro-1,2,4,5-tetrazine

1-phenylcyanamide
622-34-4

1-phenylcyanamide

(2,5-diphenyl-2<i>H</i>-[1,2,4]triazol-3-yl)-phenyl-amine
35558-11-3

(2,5-diphenyl-2H-[1,2,4]triazol-3-yl)-phenyl-amine

Conditions
Conditions Yield
With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 0.166667h; Reagent/catalyst;
11%
2,5-diphenyl-2H-tetrazole
18039-45-7

2,5-diphenyl-2H-tetrazole

benzaldehyde phenylhydrazone
588-64-7

benzaldehyde phenylhydrazone

1,3,4,6-tetraphenyl-1,4-dihydro-1,2,4,5-tetrazine
17355-78-1

1,3,4,6-tetraphenyl-1,4-dihydro-1,2,4,5-tetrazine

1,3,4,6-tetraphenyl-1,2,4,5-tetraaza-2,5-hexadiene
1527-92-0,23775-44-2

1,3,4,6-tetraphenyl-1,2,4,5-tetraaza-2,5-hexadiene

1,3,5-triphenylformazan
531-52-2

1,3,5-triphenylformazan

benzil bisphenylhydrazone
1695-80-3

benzil bisphenylhydrazone

Conditions
Conditions Yield
In various solvent(s); for 6h; Further byproducts given; Heating;
0.03 g
2010 g
0.01 g
2-(trimethylsilyl)phenyl trifluoromethanesulfonate
88284-48-4

2-(trimethylsilyl)phenyl trifluoromethanesulfonate

N-phenylbenzohydrazonoyl chloride
15424-14-3

N-phenylbenzohydrazonoyl chloride

1,3-diphenyl-1H-indazole
1575-25-3

1,3-diphenyl-1H-indazole

1,3,4,6-tetraphenyl-1,4-dihydro-1,2,4,5-tetrazine
17355-78-1

1,3,4,6-tetraphenyl-1,4-dihydro-1,2,4,5-tetrazine

Conditions
Conditions Yield
With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 0.166667h;
67%
N-cyano-N-phenyl-p-toluenesulfonamide
55305-43-6

N-cyano-N-phenyl-p-toluenesulfonamide

N-phenylbenzohydrazonoyl chloride
15424-14-3

N-phenylbenzohydrazonoyl chloride

C<sub>20</sub>H<sub>16</sub>N<sub>4</sub>

C20H16N4

1,3,4,6-tetraphenyl-1,4-dihydro-1,2,4,5-tetrazine
17355-78-1

1,3,4,6-tetraphenyl-1,4-dihydro-1,2,4,5-tetrazine

(2,5-diphenyl-2<i>H</i>-[1,2,4]triazol-3-yl)-phenyl-amine
35558-11-3

(2,5-diphenyl-2H-[1,2,4]triazol-3-yl)-phenyl-amine

Conditions
Conditions Yield
With 18-crown-6 ether; cesium fluoride; In acetonitrile; at 20 ℃; Reagent/catalyst;
46%
3-acetylcoumarin
3949-36-8

3-acetylcoumarin

N-phenylbenzohydrazonoyl chloride
15424-14-3

N-phenylbenzohydrazonoyl chloride

1,3,4,6-tetraphenyl-1,4-dihydro-1,2,4,5-tetrazine
17355-78-1

1,3,4,6-tetraphenyl-1,4-dihydro-1,2,4,5-tetrazine

(3aS,9bR)-3a-Acetyl-1,3-diphenyl-3a,9b-dihydro-1H-chromeno[4,3-c]pyrazol-4-one
100008-81-9

(3aS,9bR)-3a-Acetyl-1,3-diphenyl-3a,9b-dihydro-1H-chromeno[4,3-c]pyrazol-4-one

Conditions
Conditions Yield
With triethylamine; In benzene; for 2h; Heating;
60%
32%
(α-nitrobenzylidene)phenylhydrazine
55849-26-8

(α-nitrobenzylidene)phenylhydrazine

(E,E)-3,3'-Oxydiacrylsaure-dimethylester
54299-81-9

(E,E)-3,3'-Oxydiacrylsaure-dimethylester

1,3-diphenyl-1H-pyrazole-4-carboxylic acid
77169-12-1

1,3-diphenyl-1H-pyrazole-4-carboxylic acid

1,3,4,6-tetraphenyl-1,4-dihydro-1,2,4,5-tetrazine
17355-78-1

1,3,4,6-tetraphenyl-1,4-dihydro-1,2,4,5-tetrazine

1,3-diphenyl-1H-pyrazole-5-carboxylic acid
964-42-1

1,3-diphenyl-1H-pyrazole-5-carboxylic acid

Conditions
Conditions Yield
With triethylamine; sodium iodide; In acetonitrile; at 20 ℃;
40%
7-methoxycoumarin
531-59-9

7-methoxycoumarin

N-phenylbenzohydrazonoyl chloride
15424-14-3

N-phenylbenzohydrazonoyl chloride

1,3,4,6-tetraphenyl-1,4-dihydro-1,2,4,5-tetrazine
17355-78-1

1,3,4,6-tetraphenyl-1,4-dihydro-1,2,4,5-tetrazine

(3aR,9bR)-7-Methoxy-1,3-diphenyl-3a,9b-dihydro-1H-chromeno[4,3-c]pyrazol-4-one
100008-80-8

(3aR,9bR)-7-Methoxy-1,3-diphenyl-3a,9b-dihydro-1H-chromeno[4,3-c]pyrazol-4-one

Conditions
Conditions Yield
With triethylamine; In benzene; for 2h; Heating;
40%
6-methylcoumarin
92-48-8

6-methylcoumarin

N-phenylbenzohydrazonoyl chloride
15424-14-3

N-phenylbenzohydrazonoyl chloride

1,3,4,6-tetraphenyl-1,4-dihydro-1,2,4,5-tetrazine
17355-78-1

1,3,4,6-tetraphenyl-1,4-dihydro-1,2,4,5-tetrazine

(3aR,9bR)-8-Methyl-1,3-diphenyl-3a,9b-dihydro-1H-chromeno[4,3-c]pyrazol-4-one
100008-79-5

(3aR,9bR)-8-Methyl-1,3-diphenyl-3a,9b-dihydro-1H-chromeno[4,3-c]pyrazol-4-one

Conditions
Conditions Yield
With triethylamine; In benzene; for 2h; Heating;
35%
ethyl coumarin-3-carboxylate
1846-76-0

ethyl coumarin-3-carboxylate

N-phenylbenzohydrazonoyl chloride
15424-14-3

N-phenylbenzohydrazonoyl chloride

1,3,4,6-tetraphenyl-1,4-dihydro-1,2,4,5-tetrazine
17355-78-1

1,3,4,6-tetraphenyl-1,4-dihydro-1,2,4,5-tetrazine

(3aS,9bR)-4-Oxo-1,3-diphenyl-1,9b-dihydro-chromeno[4,3-c]pyrazole-3a-carboxylic acid ethyl ester
100008-83-1

(3aS,9bR)-4-Oxo-1,3-diphenyl-1,9b-dihydro-chromeno[4,3-c]pyrazole-3a-carboxylic acid ethyl ester

Conditions
Conditions Yield
With triethylamine; In benzene; for 2h; Heating;
28%

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