methyl 5-[(E)-2-(dimethylamino)ethenyl]-1-phenyl-1H-1,2,3-triazole-4-carboxylate

Base Information

• Chemical Name: methyl 5-[(E)-2-(dimethylamino)ethenyl]-1-phenyl-1H-1,2,3-triazole-4-carboxylate
• CAS No.: 1392400-51-9
• Molecular Formula: C₁₄H₁₆N₄O₂
• Molecular Weight: 272.307

Synonyms:methyl 5-[(E)-2-(dimethylamino)ethenyl]-1-phenyl-1H-1,2,3-triazole-4-carboxylate

Chemical Property of methyl 5-[(E)-2-(dimethylamino)ethenyl]-1-phenyl-1H-1,2,3-triazole-4-carboxylate

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Technology Process of methyl 5-[(E)-2-(dimethylamino)ethenyl]-1-phenyl-1H-1,2,3-triazole-4-carboxylate

There total 1 articles about methyl 5-[(E)-2-(dimethylamino)ethenyl]-1-phenyl-1H-1,2,3-triazole-4-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 77.0%

tert-Butoxybis(dimethylamino)methane (5815-08-7) + methyl 5-methyl-1-phenyl-1H-[1,2,3]triazole-4-carboxylate (68870-52-0) → methyl 5-[(E)-2-(dimethylamino)ethenyl]-1-phenyl-1H-1,2,3-triazole-4-carboxylate (1392400-51-9)

Guidance literature:

at 100 - 110 ℃; for 2.5h; stereospecific reaction;

DOI:10.1039/c2ob25331c

Reference yield: 84.0%

methyl 5-[(E)-2-(dimethylamino)ethenyl]-1-phenyl-1H-1,2,3-triazole-4-carboxylate (1392400-51-9) → dimethyl 5,5'-((1E,3Z)-4-(dimethylamino)buta-1,3-diene-1,3-diyl)bis(1-phenyl)-1H-1,2,3-triazole-4-carboxylate (1392400-54-2)

Guidance literature:

With acetyl chloride; In 1,4-dioxane; at 20 ℃; for 24h;

DOI:10.1039/c2ob25331c

Reference yield: 33.0%

methyl 5-[(E)-2-(dimethylamino)ethenyl]-1-phenyl-1H-1,2,3-triazole-4-carboxylate (1392400-51-9) + 5-azido-1-methyl-4-nitro-1H-imidazole (124641-94-7) → methyl 1-(1-methyl-4-nitro-1H-imidazol-5-yl)-3'-phenyl-1H,3'H-[4,4'-bi(1,2,3-triazole)]-5'-carboxylate + N,N-dimethyl-N'-(1-methyl-4-nitro-1H-imidazol-5-yl)formimidamide

Guidance literature:

In N,N-dimethyl-formamide; at 20 ℃; for 16h;

DOI:10.1039/c7nj04243d

upstream raw materials:

tert-Butoxybis(dimethylamino)methane

methyl 5-methyl-1-phenyl-1H-[1,2,3]triazole-4-carboxylate

Downstream raw materials:

dimethyl 5,5'-((1E,3Z)-4-(dimethylamino)buta-1,3-diene-1,3-diyl)bis(1-phenyl)-1H-1,2,3-triazole-4-carboxylate

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