N-{4-[2-(4-{[amino(imino)methyl]amino}phenyl)ethyl]-5-[4-(methylthio)benzyl]-1,3-thiazol-2-yl}acetamide

Base Information

Chemical Name:N-{4-[2-(4-{[amino(imino)methyl]amino}phenyl)ethyl]-5-[4-(methylthio)benzyl]-1,3-thiazol-2-yl}acetamide
CAS No.:737824-92-9
Molecular Formula:C₂₂H₂₅N₅OS₂
Molecular Weight:439.605
Hs Code.:

Synonyms:N-{4-[2-(4-{[amino(imino)methyl]amino}phenyl)ethyl]-5-[4-(methylthio)benzyl]-1,3-thiazol-2-yl}acetamide

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Chemical Property of N-{4-[2-(4-{[amino(imino)methyl]amino}phenyl)ethyl]-5-[4-(methylthio)benzyl]-1,3-thiazol-2-yl}acetamide

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Technology Process of N-{4-[2-(4-{[amino(imino)methyl]amino}phenyl)ethyl]-5-[4-(methylthio)benzyl]-1,3-thiazol-2-yl}acetamide

There total 13 articles about N-{4-[2-(4-{[amino(imino)methyl]amino}phenyl)ethyl]-5-[4-(methylthio)benzyl]-1,3-thiazol-2-yl}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: 23.0%

: 1429659-70-0
tert-butyl {(Z)-{[4-(2-{2-acetamido-5-[4-(methylsulfanyl)benzyl]-1,3-thiazol-4-yl}ethyl)phenyl]amino}-[(tert-butoxycarbonyl)amino]methylene}carbamate

: 737824-92-9
N-{4-[2-(4-{[amino(imino)methyl]amino}phenyl)ethyl]-5-[4-(methylthio)benzyl]-1,3-thiazol-2-yl}acetamide

Guidance literature:: tert-butyl {(Z)-{[4-(2-{2-acetamido-5-[4-(methylsulfanyl)benzyl]-1,3-thiazol-4-yl}ethyl)phenyl]amino}-[(tert-butoxycarbonyl)amino]methylene}carbamate; With hydrogenchloride; In 1,4-dioxane; at 20 ℃; for 2h; Inert atmosphere;

With sodium hydrogencarbonate; In water; ethyl acetate; pH=8;
DOI:10.1016/j.bmc.2013.02.048

Reference yield:

: 737824-50-9
ethyl 2-(acetylamino)-5-[4-(methylthio)benzyl]-1,3-thiazole-4-carboxylate

: 737824-92-9
N-{4-[2-(4-{[amino(imino)methyl]amino}phenyl)ethyl]-5-[4-(methylthio)benzyl]-1,3-thiazol-2-yl}acetamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 - 20 °C / Inert atmosphere

2.1: manganese(IV) oxide / methanol; chloroform / 13 h / 20 °C / Inert atmosphere

3.1: potassium tert-butylate / N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere

4.1: acetic acid; palladium 10% on activated carbon; hydrogen / tetrahydrofuran; methanol / 3 h / 20 °C / 2280.15 Torr

5.1: tetrahydrofuran / 12 h / 20 °C

6.1: hydrogenchloride / 1,4-dioxane / 2 h / 20 °C / Inert atmosphere

6.2: pH 8

With hydrogenchloride; manganese(IV) oxide; lithium aluminium tetrahydride; palladium 10% on activated carbon; potassium tert-butylate; hydrogen; acetic acid; In tetrahydrofuran; 1,4-dioxane; methanol; chloroform; N,N-dimethyl-formamide; 3.1: |Wittig Olefination;
DOI:10.1016/j.bmc.2013.02.048

Reference yield:

: 737824-51-0
N-{4-formyl-5-[4-(methylthio)benzyl]-1,3-thiazol-2-yl}acetamide

: 737824-92-9
N-{4-[2-(4-{[amino(imino)methyl]amino}phenyl)ethyl]-5-[4-(methylthio)benzyl]-1,3-thiazol-2-yl}acetamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: potassium tert-butylate / N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere

2.1: acetic acid; palladium 10% on activated carbon; hydrogen / tetrahydrofuran; methanol / 3 h / 20 °C / 2280.15 Torr

3.1: tetrahydrofuran / 12 h / 20 °C

4.1: hydrogenchloride / 1,4-dioxane / 2 h / 20 °C / Inert atmosphere

4.2: pH 8

With hydrogenchloride; palladium 10% on activated carbon; potassium tert-butylate; hydrogen; acetic acid; In tetrahydrofuran; 1,4-dioxane; methanol; N,N-dimethyl-formamide; 1.1: |Wittig Olefination;
DOI:10.1016/j.bmc.2013.02.048