2-[5-(2-hydroxyethyl)-4-methylthiophen-3-ylmethyl]-3-phenylaminoacrylonitrile

Base Information

• Chemical Name: 2-[5-(2-hydroxyethyl)-4-methylthiophen-3-ylmethyl]-3-phenylaminoacrylonitrile
• CAS No.: 334687-36-4
• Molecular Formula: C₁₇H₁₈N₂OS
• Molecular Weight: 298.409
• Mol file: 334687-36-4.mol

Synonyms:2-[5-(2-hydroxyethyl)-4-methylthiophen-3-ylmethyl]-3-phenylaminoacrylonitrile

Chemical Property of 2-[5-(2-hydroxyethyl)-4-methylthiophen-3-ylmethyl]-3-phenylaminoacrylonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of 2-[5-(2-hydroxyethyl)-4-methylthiophen-3-ylmethyl]-3-phenylaminoacrylonitrile

There total 10 articles about 2-[5-(2-hydroxyethyl)-4-methylthiophen-3-ylmethyl]-3-phenylaminoacrylonitrile 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: 71.0%

N-cyanoethylaniline (1075-76-9) + 5-(2-hydroxyethyl)-4-methylthiophene-3-carbaldehyde (334687-35-3) → 2-[5-(2-hydroxyethyl)-4-methylthiophen-3-ylmethyl]-3-phenylaminoacrylonitrile (334687-36-4)

Guidance literature:

With sodium ethanolate; In dimethyl sulfoxide; at 70 ℃; Microwave irradiation;

DOI:10.1002/cbic.201402673

Reference yield:

2,3,5-tribromo-4-methylthiophene (67869-13-0) → 2-[5-(2-hydroxyethyl)-4-methylthiophen-3-ylmethyl]-3-phenylaminoacrylonitrile (334687-36-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: (2-methylpropyl)lithium / diethyl ether / 0.08 h / -78 °C

2.1: (2-methylpropyl)lithium / diethyl ether / 1 h / -78 °C

2.2: 2 h / -78 - 20 °C

3.1: isopropylmagnesium chloride / tetrahydrofuran / 0.17 h / 0 °C

3.2: 1 h / -78 - -40 °C

3.3: 16 h / -78 - 20 °C

4.1: sodium ethanolate / dimethyl sulfoxide / 70 °C / Microwave irradiation

With isopropylmagnesium chloride; sodium ethanolate; (2-methylpropyl)lithium; In tetrahydrofuran; diethyl ether; dimethyl sulfoxide;

DOI:10.1002/cbic.201402673

Reference yield:

2,4,-dibromo-3-methylthiophene (53119-66-7) → 2-[5-(2-hydroxyethyl)-4-methylthiophen-3-ylmethyl]-3-phenylaminoacrylonitrile (334687-36-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: (2-methylpropyl)lithium / diethyl ether / 1 h / -78 °C

1.2: 2 h / -78 - 20 °C

2.1: isopropylmagnesium chloride / tetrahydrofuran / 0.17 h / 0 °C

2.2: 1 h / -78 - -40 °C

2.3: 16 h / -78 - 20 °C

3.1: sodium ethanolate / dimethyl sulfoxide / 70 °C / Microwave irradiation

With isopropylmagnesium chloride; sodium ethanolate; (2-methylpropyl)lithium; In tetrahydrofuran; diethyl ether; dimethyl sulfoxide;

DOI:10.1002/cbic.201402673

upstream raw materials:

N-cyanoethylaniline

5-(2-hydroxyethyl)-4-methylthiophene-3-carbaldehyde

2,3,5-tribromo-4-methylthiophene

2,4,-dibromo-3-methylthiophene