N-{[2-(cyclopropylethynyl)-1,3-thiazol-4-yl]methoxy}-1-(1-methyl-1H-tetrazol-5-yl)-1-phenylmethanimine

Base Information

• Chemical Name: N-{[2-(cyclopropylethynyl)-1,3-thiazol-4-yl]methoxy}-1-(1-methyl-1H-tetrazol-5-yl)-1-phenylmethanimine
• CAS No.: 1187834-41-8
• Molecular Formula: C₁₈H₁₆N₆OS
• Molecular Weight: 364.431
• Mol file: 1187834-41-8.mol

Synonyms:N-{[2-(cyclopropylethynyl)-1,3-thiazol-4-yl]methoxy}-1-(1-methyl-1H-tetrazol-5-yl)-1-phenylmethanimine

Chemical Property of N-{[2-(cyclopropylethynyl)-1,3-thiazol-4-yl]methoxy}-1-(1-methyl-1H-tetrazol-5-yl)-1-phenylmethanimine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-{[2-(cyclopropylethynyl)-1,3-thiazol-4-yl]methoxy}-1-(1-methyl-1H-tetrazol-5-yl)-1-phenylmethanimine

There total 3 articles about N-{[2-(cyclopropylethynyl)-1,3-thiazol-4-yl]methoxy}-1-(1-methyl-1H-tetrazol-5-yl)-1-phenylmethanimine 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: 60.0%

Cyclopropylacetylene (6746-94-7) + N-[(2-bromo-1,3-thiazol-4-yl)methoxy]-1-(1-methyl-1H-tetrazol-5-yl)-1-phenyl-methanimine (1187834-03-2) → N-{[2-(cyclopropylethynyl)-1,3-thiazol-4-yl]methoxy}-1-(1-methyl-1H-tetrazol-5-yl)-1-phenylmethanimine (1187834-41-8)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 20 ℃; for 20h;

Reference yield:

4-[({[(1-methyl-1H-tetrazol-5-yl)(phenyl)methylene]amino}oxy)methyl]-1,3-thiazol-2-amine (1187836-92-5) → N-{[2-(cyclopropylethynyl)-1,3-thiazol-4-yl]methoxy}-1-(1-methyl-1H-tetrazol-5-yl)-1-phenylmethanimine (1187834-41-8)

Guidance literature:

Multi-step reaction with 2 steps

1: tert.-butylnitrite; sodium bromide; copper(I) bromide / acetonitrile / 80 °C

2: N-ethyl-N,N-diisopropylamine / copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran / 20 h / 20 °C

With tert.-butylnitrite; N-ethyl-N,N-diisopropylamine; sodium bromide; copper(I) bromide; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; acetonitrile;

Reference yield:

N-hydroxy-1-(1-methyl-1H-tetrazol-5-yl)-1-phenylmethanimine → N-{[2-(cyclopropylethynyl)-1,3-thiazol-4-yl]methoxy}-1-(1-methyl-1H-tetrazol-5-yl)-1-phenylmethanimine (1187834-41-8)

Guidance literature:

Multi-step reaction with 2 steps

1: caesium carbonate / sodium iodide / acetonitrile / 2 h / 25 - 40 °C

2: N-ethyl-N,N-diisopropylamine / copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran / 20 h / 20 °C

With caesium carbonate; N-ethyl-N,N-diisopropylamine; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium iodide; In tetrahydrofuran; acetonitrile;

upstream raw materials:

Cyclopropylacetylene

N-[(2-bromo-1,3-thiazol-4-yl)methoxy]-1-(1-methyl-1H-tetrazol-5-yl)-1-phenyl-methanimine

4-[({[(1-methyl-1H-tetrazol-5-yl)(phenyl)methylene]amino}oxy)methyl]-1,3-thiazol-2-amine