N₁-(4-chloro-3-{[(5Z)-4-oxo-5-(6-quinolinylmethylidene)-4,5-dihydro-1,3-thiazol-2-yl]amino}phenyl)glycinamide

Base Information

• Chemical Name: N₁-(4-chloro-3-{[(5Z)-4-oxo-5-(6-quinolinylmethylidene)-4,5-dihydro-1,3-thiazol-2-yl]amino}phenyl)glycinamide
• CAS No.: 916051-83-7
• Molecular Formula: C₂₁H₁₆ClN₅O₂S
• Molecular Weight: 437.909

Synonyms:N₁-(4-chloro-3-{[(5Z)-4-oxo-5-(6-quinolinylmethylidene)-4,5-dihydro-1,3-thiazol-2-yl]amino}phenyl)glycinamide

Chemical Property of N₁-(4-chloro-3-{[(5Z)-4-oxo-5-(6-quinolinylmethylidene)-4,5-dihydro-1,3-thiazol-2-yl]amino}phenyl)glycinamide

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Technology Process of N₁-(4-chloro-3-{[(5Z)-4-oxo-5-(6-quinolinylmethylidene)-4,5-dihydro-1,3-thiazol-2-yl]amino}phenyl)glycinamide

There total 5 articles about N₁-(4-chloro-3-{[(5Z)-4-oxo-5-(6-quinolinylmethylidene)-4,5-dihydro-1,3-thiazol-2-yl]amino}phenyl)glycinamide 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:

C36H26ClN5O4S → N1-(4-chloro-3-{[(5Z)-4-oxo-5-(6-quinolinylmethylidene)-4,5-dihydro-1,3-thiazol-2-yl]amino}phenyl)glycinamide (916051-83-7)

Guidance literature:

C₃₆H₂₆ClN₅O₄S; With piperidine; In N,N-dimethyl-formamide; for 1h;

With acetic acid; In N,N-dimethyl-formamide;

Reference yield:

quinoline-6-carbaldehyde (4113-04-6) → N1-(4-chloro-3-{[(5Z)-4-oxo-5-(6-quinolinylmethylidene)-4,5-dihydro-1,3-thiazol-2-yl]amino}phenyl)glycinamide (916051-83-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: piperdinium acetate / ethanol / 0.5 h / 150 °C / Microwave heating

2.1: trifluoroacetic acid / 0.42 h / 20 °C

2.2: pH 13

3.1: 2,6-dimethylpyridine / 1,4-dioxane / 1 h / 70 °C

4.1: piperidine / N,N-dimethyl-formamide / 1 h

With piperidine; 2,6-dimethylpyridine; piperdinium acetate; trifluoroacetic acid; In 1,4-dioxane; ethanol; N,N-dimethyl-formamide;

Reference yield:

(5Z)-2-[(5-amino-2-chlorophenyl)amino]-5-(6-quinolinylmethylidene)-1,3-thiazol-4(5H)-one (916051-86-0) → N1-(4-chloro-3-{[(5Z)-4-oxo-5-(6-quinolinylmethylidene)-4,5-dihydro-1,3-thiazol-2-yl]amino}phenyl)glycinamide (916051-83-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 2,6-dimethylpyridine / 1,4-dioxane / 1 h / 70 °C

2: piperidine / N,N-dimethyl-formamide / 1 h

With piperidine; 2,6-dimethylpyridine; In 1,4-dioxane; N,N-dimethyl-formamide;

upstream raw materials:

quinoline-6-carbaldehyde

(5Z)-2-[(5-amino-2-chlorophenyl)amino]-5-(6-quinolinylmethylidene)-1,3-thiazol-4(5H)-one

1,1-dimethylethyl {4-chloro-3-[(4-oxo-4,5-dihydro-1,3-thiazol-2-yl)amino]phenyl}carbamate

1,1-dimethylethyl (4-chloro-3-{[(5Z)-4-oxo-5-(6-quinolinylmethylidene)-4,5-dihydro-1,3-thiazol-2-yl]amino}phenyl)carbamate

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