N-methoxy-N-methyl-2-(4-tributylstannylphenylamino)thiazole-4-carboxamide

Base Information

Chemical Name:N-methoxy-N-methyl-2-(4-tributylstannylphenylamino)thiazole-4-carboxamide
CAS No.:1592875-31-4
Molecular Formula:C₂₄H₃₉N₃O₂SSn
Molecular Weight:552.369
Hs Code.:

Synonyms:N-methoxy-N-methyl-2-(4-tributylstannylphenylamino)thiazole-4-carboxamide

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Chemical Property of N-methoxy-N-methyl-2-(4-tributylstannylphenylamino)thiazole-4-carboxamide

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Technology Process of N-methoxy-N-methyl-2-(4-tributylstannylphenylamino)thiazole-4-carboxamide

There total 4 articles about N-methoxy-N-methyl-2-(4-tributylstannylphenylamino)thiazole-4-carboxamide 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: 45.0%

: 1592875-28-9
2-(4-bromophenylamino)-N-methoxy-N-methylthiazole-4-carboxamide

: 813-19-4
bis(tri-n-butyltin)

: 1592875-31-4
N-methoxy-N-methyl-2-(4-tributylstannylphenylamino)thiazole-4-carboxamide

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; 2,6-di-tert-butyl-4-methyl-phenol; lithium chloride; In 1,4-dioxane; at 100 ℃; for 4h; Inert atmosphere;
DOI:10.1002/jlcr.3178

Reference yield:

: 165682-91-7
ethyl 2-((4-bromophenyl)amino)thiazole-4-carboxylate

: 1592875-31-4
N-methoxy-N-methyl-2-(4-tributylstannylphenylamino)thiazole-4-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1: sodium hydroxide; ethanol / ethanol / 18 h / Reflux

2: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; 4-methyl-morpholine / dichloromethane / 24 h / 20 °C

3: tetrakis(triphenylphosphine) palladium⁽⁰⁾; lithium chloride; 2,6-di-tert-butyl-4-methyl-phenol / 1,4-dioxane / 4 h / 100 °C / Inert atmosphere

With 4-methyl-morpholine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; ethanol; 2,6-di-tert-butyl-4-methyl-phenol; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium chloride; sodium hydroxide; In 1,4-dioxane; ethanol; dichloromethane; 3: |Stille Cross-Coupling (Migita-Kosugi-Stille Coupling);
DOI:10.1002/jlcr.3178

Reference yield:

: 165682-80-4
2-(4-bromophenylamino)thiazole-4-carboxylic acid

: 1592875-31-4
N-methoxy-N-methyl-2-(4-tributylstannylphenylamino)thiazole-4-carboxamide

Guidance literature:: Multi-step reaction with 2 steps

1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; 4-methyl-morpholine / dichloromethane / 24 h / 20 °C

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; lithium chloride; 2,6-di-tert-butyl-4-methyl-phenol / 1,4-dioxane / 4 h / 100 °C / Inert atmosphere

With 4-methyl-morpholine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 2,6-di-tert-butyl-4-methyl-phenol; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium chloride; In 1,4-dioxane; dichloromethane; 2: |Stille Cross-Coupling (Migita-Kosugi-Stille Coupling);
DOI:10.1002/jlcr.3178