N-{2-[6-(2-Azido-phenyl)-4,5-dihydro-thiazolo[5,4-h]quinolin-4-yl]-ethyl}-acetamide

Base Information

Chemical Name:N-{2-[6-(2-Azido-phenyl)-4,5-dihydro-thiazolo[5,4-h]quinolin-4-yl]-ethyl}-acetamide
CAS No.:145290-55-7
Molecular Formula:C₂₀H₁₈N₆OS
Molecular Weight:390.469
Hs Code.:

Synonyms:N-{2-[6-(2-Azido-phenyl)-4,5-dihydro-thiazolo[5,4-h]quinolin-4-yl]-ethyl}-acetamide

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Chemical Property of N-{2-[6-(2-Azido-phenyl)-4,5-dihydro-thiazolo[5,4-h]quinolin-4-yl]-ethyl}-acetamide

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Technology Process of N-{2-[6-(2-Azido-phenyl)-4,5-dihydro-thiazolo[5,4-h]quinolin-4-yl]-ethyl}-acetamide

There total 6 articles about N-{2-[6-(2-Azido-phenyl)-4,5-dihydro-thiazolo[5,4-h]quinolin-4-yl]-ethyl}-acetamide 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: 86.0%

: 108-24-7
acetic anhydride

: 145290-54-6
2-[6-(2-Azido-phenyl)-4,5-dihydro-thiazolo[5,4-h]quinolin-4-yl]-ethylamine

: 145290-55-7
N-{2-[6-(2-Azido-phenyl)-4,5-dihydro-thiazolo[5,4-h]quinolin-4-yl]-ethyl}-acetamide

Guidance literature:: With pyridine; Ambient temperature;
DOI:10.1021/ja00051a062

Reference yield:

: 145290-49-9
Acetic acid 2-[2-amino-6-(2-azido-phenyl)-4,5-dihydro-thiazolo[5,4-h]quinolin-4-yl]-ethyl ester

: 145290-55-7
N-{2-[6-(2-Azido-phenyl)-4,5-dihydro-thiazolo[5,4-h]quinolin-4-yl]-ethyl}-acetamide

Guidance literature:: Multi-step reaction with 6 steps

1: isoamyl nitrite / dimethylformamide / 80 °C

2: 93 percent / K₂CO₃, methanol / 0.25 h / Ambient temperature

3: 99 percent / Et₃N / CH₂Cl₂ / 0.17 h / 0 °C

4: 84 percent / dimethylformamide / 8 h / 50 °C

5: 94 percent / hydrazine hydrate / methanol; tetrahydrofuran / 0.5 h / Ambient temperature

6: 86 percent / Et₃N / tetrahydrofuran / 0 - 20 °C

With methanol; potassium carbonate; hydrazine hydrate; triethylamine; isopentyl nitrite; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja00155a010

Reference yield:

: 145290-50-2
Acetic acid 2-[6-(2-azido-phenyl)-4,5-dihydro-thiazolo[5,4-h]quinolin-4-yl]-ethyl ester

: 145290-55-7
N-{2-[6-(2-Azido-phenyl)-4,5-dihydro-thiazolo[5,4-h]quinolin-4-yl]-ethyl}-acetamide

Guidance literature:: Multi-step reaction with 5 steps

1: 93 percent / K₂CO₃, methanol / 0.25 h / Ambient temperature

2: 99 percent / Et₃N / CH₂Cl₂ / 0.17 h / 0 °C

3: 84 percent / dimethylformamide / 8 h / 50 °C

4: 94 percent / hydrazine hydrate / methanol; tetrahydrofuran / 0.5 h / Ambient temperature

5: 86 percent / Et₃N / tetrahydrofuran / 0 - 20 °C

With methanol; potassium carbonate; hydrazine hydrate; triethylamine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja00155a010