5-[(1-cyano-2-(1-methyl-1H-pyrrol-2-yl)-2-oxoethylidene)]-N,4-diphenyl-4,5-dihydro-1,3,4-thiadiazole-2-carboxamide

Base Information

• Chemical Name: 5-[(1-cyano-2-(1-methyl-1H-pyrrol-2-yl)-2-oxoethylidene)]-N,4-diphenyl-4,5-dihydro-1,3,4-thiadiazole-2-carboxamide
• CAS No.: 1447699-58-2
• Molecular Formula: C₂₃H₁₇N₅O₂S
• Molecular Weight: 427.486

Synonyms:5-[(1-cyano-2-(1-methyl-1H-pyrrol-2-yl)-2-oxoethylidene)]-N,4-diphenyl-4,5-dihydro-1,3,4-thiadiazole-2-carboxamide

Chemical Property of 5-[(1-cyano-2-(1-methyl-1H-pyrrol-2-yl)-2-oxoethylidene)]-N,4-diphenyl-4,5-dihydro-1,3,4-thiadiazole-2-carboxamide

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Technology Process of 5-[(1-cyano-2-(1-methyl-1H-pyrrol-2-yl)-2-oxoethylidene)]-N,4-diphenyl-4,5-dihydro-1,3,4-thiadiazole-2-carboxamide

There total 3 articles about 5-[(1-cyano-2-(1-methyl-1H-pyrrol-2-yl)-2-oxoethylidene)]-N,4-diphenyl-4,5-dihydro-1,3,4-thiadiazole-2-carboxamide 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: 91.0%

2-[(1-methyl-1H-pyrrol-2-yl)carbonyl]-3-mercapto-3-(phenylamino)acrylonitrile (1447699-51-5) + 2-anilino-2-oxo-N-phenylethanehydrazonoyl chloride (33101-93-8,132815-67-9) → 5-[(1-cyano-2-(1-methyl-1H-pyrrol-2-yl)-2-oxoethylidene)]-N,4-diphenyl-4,5-dihydro-1,3,4-thiadiazole-2-carboxamide (1447699-58-2)

Guidance literature:

With chitosan; In 1,4-dioxane; at 150 - 160 ℃; under 8400.84 Torr; Microwave irradiation;

DOI:10.3987/COM-13-12696

Reference yield:

phenyl isothiocyanate (103-72-0) → 5-[(1-cyano-2-(1-methyl-1H-pyrrol-2-yl)-2-oxoethylidene)]-N,4-diphenyl-4,5-dihydro-1,3,4-thiadiazole-2-carboxamide (1447699-58-2)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium hydroxide / N,N-dimethyl-formamide / 0.5 h

2: chitosan / 1,4-dioxane / 150 - 160 °C / 8400.84 Torr / Microwave irradiation

With potassium hydroxide; chitosan; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.3987/COM-13-12696

Reference yield:

1-methyl-β-oxo-2-pyrrolepropionitrile (77640-03-0) → 5-[(1-cyano-2-(1-methyl-1H-pyrrol-2-yl)-2-oxoethylidene)]-N,4-diphenyl-4,5-dihydro-1,3,4-thiadiazole-2-carboxamide (1447699-58-2)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium hydroxide / N,N-dimethyl-formamide / 0.5 h

2: chitosan / 1,4-dioxane / 150 - 160 °C / 8400.84 Torr / Microwave irradiation

With potassium hydroxide; chitosan; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.3987/COM-13-12696

upstream raw materials:

1-methyl-β-oxo-2-pyrrolepropionitrile

phenyl isothiocyanate

2-[(1-methyl-1H-pyrrol-2-yl)carbonyl]-3-mercapto-3-(phenylamino)acrylonitrile

2-anilino-2-oxo-N-phenylethanehydrazonoyl chloride

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