({[3-acetylamino-5-(6-cyano-3,5-dioxo-4,5-dihydro-3H-[1,2,4]triazin-2-yl)-phenyl]-hydrazono}-cyano-acetyl)-carbamic acid ethyl ester

Base Information

• Chemical Name: ({[3-acetylamino-5-(6-cyano-3,5-dioxo-4,5-dihydro-3H-[1,2,4]triazin-2-yl)-phenyl]-hydrazono}-cyano-acetyl)-carbamic acid ethyl ester
• CAS No.: 455252-97-8
• Molecular Formula: C₁₈H₁₅N₉O₆
• Molecular Weight: 453.374

Synonyms:({[3-acetylamino-5-(6-cyano-3,5-dioxo-4,5-dihydro-3H-[1,2,4]triazin-2-yl)-phenyl]-hydrazono}-cyano-acetyl)-carbamic acid ethyl ester

Chemical Property of ({[3-acetylamino-5-(6-cyano-3,5-dioxo-4,5-dihydro-3H-[1,2,4]triazin-2-yl)-phenyl]-hydrazono}-cyano-acetyl)-carbamic acid ethyl ester

Chemical Property:

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Technology Process of ({[3-acetylamino-5-(6-cyano-3,5-dioxo-4,5-dihydro-3H-[1,2,4]triazin-2-yl)-phenyl]-hydrazono}-cyano-acetyl)-carbamic acid ethyl ester

There total 6 articles about ({[3-acetylamino-5-(6-cyano-3,5-dioxo-4,5-dihydro-3H-[1,2,4]triazin-2-yl)-phenyl]-hydrazono}-cyano-acetyl)-carbamic acid ethyl ester 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%

ethyl N-cyanoacetylcarbamate (6629-04-5) + 2-(3-acetamino-5-aminophenyl)-3,5-dioxo-2,3,4,5-tetrahydro-1,2,4-triazin-6-carbonitrile (455252-96-7) → ({[3-acetylamino-5-(6-cyano-3,5-dioxo-4,5-dihydro-3H-[1,2,4]triazin-2-yl)-phenyl]-hydrazono}-cyano-acetyl)-carbamic acid ethyl ester (455252-97-8)

Guidance literature:

2-(3-acetamino-5-aminophenyl)-3,5-dioxo-2,3,4,5-tetrahydro-1,2,4-triazin-6-carbonitrile; With hydrogenchloride; acetic acid; sodium nitrite; at 0 - 5 ℃; for 0.333333h;

ethyl N-cyanoacetylcarbamate; With sodium acetate; at 0 - 5 ℃;

DOI:10.1002/jhet.5570390219

Reference yield:

N-(3,5-dinitrophenyl)-acetamide (38802-18-5) → ({[3-acetylamino-5-(6-cyano-3,5-dioxo-4,5-dihydro-3H-[1,2,4]triazin-2-yl)-phenyl]-hydrazono}-cyano-acetyl)-carbamic acid ethyl ester (455252-97-8)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sulfan; ammonia / ethanol / 0.5 h / Heating

2.1: aq. NaNO₂; acetic acid; hydrochloric acid / 0.33 h / 0 - 5 °C

2.2: 97 percent / aq. sodium acetate / 0 - 5 °C

3.1: 75 percent / pyridine / 20 h / Heating

4.1: 75 percent / FeSO₄*7H₂O; Ba(OH)2*8H₂O; aq. ammonia / 1 h / Heating

5.1: aq. NaNO₂; acetic acid; hydrochloric acid / 0.33 h / 0 - 5 °C

5.2: 91 percent / aq. sodium acetate / 0 - 5 °C

With pyridine; hydrogenchloride; barium dihydroxide; ammonium hydroxide; sulfan; ammonia; iron(II) sulfate; acetic acid; sodium nitrite; In ethanol;

DOI:10.1002/jhet.5570390219

Reference yield:

3, 5-dinitroaniline (618-87-1) → ({[3-acetylamino-5-(6-cyano-3,5-dioxo-4,5-dihydro-3H-[1,2,4]triazin-2-yl)-phenyl]-hydrazono}-cyano-acetyl)-carbamic acid ethyl ester (455252-97-8)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 1 h / 105 °C

2.1: sulfan; ammonia / ethanol / 0.5 h / Heating

3.1: aq. NaNO₂; acetic acid; hydrochloric acid / 0.33 h / 0 - 5 °C

3.2: 97 percent / aq. sodium acetate / 0 - 5 °C

4.1: 75 percent / pyridine / 20 h / Heating

5.1: 75 percent / FeSO₄*7H₂O; Ba(OH)2*8H₂O; aq. ammonia / 1 h / Heating

6.1: aq. NaNO₂; acetic acid; hydrochloric acid / 0.33 h / 0 - 5 °C

6.2: 91 percent / aq. sodium acetate / 0 - 5 °C

With pyridine; hydrogenchloride; barium dihydroxide; ammonium hydroxide; sulfan; ammonia; iron(II) sulfate; acetic acid; sodium nitrite; In ethanol;

DOI:10.1002/jhet.5570390219

upstream raw materials:

ethyl N-cyanoacetylcarbamate

2-(3-acetamino-5-aminophenyl)-3,5-dioxo-2,3,4,5-tetrahydro-1,2,4-triazin-6-carbonitrile

N-(3-amino-5-nitrophenyl)acetamide

N-(3,5-dinitrophenyl)-acetamide

Downstream raw materials:

2-[3,5-bis(3,5-dioxo-2,3,4,5-tetrahydro-6-carboxy-1,2,4-triazin-2-yl)-phenyl]-3,5-dioxo-2,3,4,5-tetrahydro-1,2,4-triazin-6-carbonitrile

C₂₀H₁₄N₁₀O₁₁

3,5-bis(3,5-dioxo-2,3,4,5-tetrahydro-6-cyano-1,2,4-triazin-2-yl)acetanilide

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