N-(5-(2-(5-(4-chlorobenzylidene)-4-oxo-3-phenylthiazolidin-2-ylidene)hydrazinecarbonyl)-4-methylthiazol-2-yl)-4-fluorobenzamide

Base Information

• Chemical Name: N-(5-(2-(5-(4-chlorobenzylidene)-4-oxo-3-phenylthiazolidin-2-ylidene)hydrazinecarbonyl)-4-methylthiazol-2-yl)-4-fluorobenzamide
• CAS No.: 1418192-17-2
• Molecular Formula: C₂₈H₁₉ClFN₅O₃S₂
• Molecular Weight: 592.074

Synonyms:N-(5-(2-(5-(4-chlorobenzylidene)-4-oxo-3-phenylthiazolidin-2-ylidene)hydrazinecarbonyl)-4-methylthiazol-2-yl)-4-fluorobenzamide

Chemical Property of N-(5-(2-(5-(4-chlorobenzylidene)-4-oxo-3-phenylthiazolidin-2-ylidene)hydrazinecarbonyl)-4-methylthiazol-2-yl)-4-fluorobenzamide

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Technology Process of N-(5-(2-(5-(4-chlorobenzylidene)-4-oxo-3-phenylthiazolidin-2-ylidene)hydrazinecarbonyl)-4-methylthiazol-2-yl)-4-fluorobenzamide

There total 5 articles about N-(5-(2-(5-(4-chlorobenzylidene)-4-oxo-3-phenylthiazolidin-2-ylidene)hydrazinecarbonyl)-4-methylthiazol-2-yl)-4-fluorobenzamide 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: 57.0%

4-fluoro-N-(4-methyl-5-(2-(4-oxo-3-phenylthiazolidin-2-ylidene)hydrazinecarbonyl)thiazol-2-yl)benzamide (1418192-05-8) + 4-chlorobenzaldehyde (104-88-1) → N-(5-(2-(5-(4-chlorobenzylidene)-4-oxo-3-phenylthiazolidin-2-ylidene)hydrazinecarbonyl)-4-methylthiazol-2-yl)-4-fluorobenzamide (1418192-17-2)

Guidance literature:

With silica gel; In N,N-dimethyl-formamide; for 0.1h; Inert atmosphere; Microwave irradiation; Green chemistry;

DOI:10.1016/j.jfluchem.2012.10.012

Reference yield:

ethyl-2-amino-4-methylthiazole-5-carboxylate (7210-76-6) → N-(5-(2-(5-(4-chlorobenzylidene)-4-oxo-3-phenylthiazolidin-2-ylidene)hydrazinecarbonyl)-4-methylthiazol-2-yl)-4-fluorobenzamide (1418192-17-2)

Guidance literature:

Multi-step reaction with 5 steps

1: acetic acid / 0.03 h / Microwave irradiation; Inert atmosphere; Green chemistry

2: hydrazine hydrate / N,N-dimethyl-formamide / 0.02 h / Microwave irradiation; Inert atmosphere; Green chemistry

3: acetic acid / 0.07 h / Microwave irradiation; Inert atmosphere; Green chemistry

4: sodium acetate / tetrahydrofuran / 0.08 h / Microwave irradiation; Inert atmosphere; Green chemistry

5: silica gel / N,N-dimethyl-formamide / 0.1 h / Inert atmosphere; Microwave irradiation; Green chemistry

With sodium acetate; silica gel; hydrazine hydrate; In tetrahydrofuran; acetic acid; N,N-dimethyl-formamide; 5: |Knoevenagel Condensation;

DOI:10.1016/j.jfluchem.2012.10.012

Reference yield:

4-fluorobenzoyl chloride (403-43-0) → N-(5-(2-(5-(4-chlorobenzylidene)-4-oxo-3-phenylthiazolidin-2-ylidene)hydrazinecarbonyl)-4-methylthiazol-2-yl)-4-fluorobenzamide (1418192-17-2)

Guidance literature:

Multi-step reaction with 5 steps

1: acetic acid / 0.03 h / Microwave irradiation; Inert atmosphere; Green chemistry

2: hydrazine hydrate / N,N-dimethyl-formamide / 0.02 h / Microwave irradiation; Inert atmosphere; Green chemistry

3: acetic acid / 0.07 h / Microwave irradiation; Inert atmosphere; Green chemistry

4: sodium acetate / tetrahydrofuran / 0.08 h / Microwave irradiation; Inert atmosphere; Green chemistry

5: silica gel / N,N-dimethyl-formamide / 0.1 h / Inert atmosphere; Microwave irradiation; Green chemistry

With sodium acetate; silica gel; hydrazine hydrate; In tetrahydrofuran; acetic acid; N,N-dimethyl-formamide; 5: |Knoevenagel Condensation;

DOI:10.1016/j.jfluchem.2012.10.012

upstream raw materials:

ethyl-2-amino-4-methylthiazole-5-carboxylate

4-fluorobenzoyl chloride

ethyl 2-(4-fluorobenzamido)-4-methylthiazole-5-carboxylate

4-fluoro-N-(4-methyl-5-(2-(phenylcarbamothioyl)hydrazinecarbonyl)thiazol-2-yl)benzamide

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