2-Cyano-3-(4-hydroxy-3-methoxyphenyl)prop-2-enamide

Base Information

• Chemical Name: 2-Cyano-3-(4-hydroxy-3-methoxyphenyl)prop-2-enamide
• CAS No.: 91138-32-8
• Molecular Formula: C11H10N2O3
• Molecular Weight: 218.212
• NSC Number: 134672
• ChEMBL ID: CHEMBL1974275

Synonyms:91138-32-8;NSC134672;2-cyano-3-(4-hydroxy-3-methoxyphenyl)prop-2-enamide;CHEMBL1974275;CAA103213;AKOS003242898;NSC-134672;EN300-10848889;(Z)-2-cyano-3-(4-hydroxy-3-methoxyphenyl)acrylamide;Z44298560;F0192-0143;(2Z)-2-CYANO-3-(4-HYDROXY-3-METHOXYPHENYL)PROP-2-ENAMIDE

Chemical Property of 2-Cyano-3-(4-hydroxy-3-methoxyphenyl)prop-2-enamide

Chemical Property:

• Vapor Pressure: 3.52E-10mmHg at 25°C
• Boiling Point: 488.8°C at 760 mmHg
• Flash Point: 249.4°C
• Density: 1.336g/cm³
• XLogP3: 1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 218.06914219
• Heavy Atom Count: 16
• Complexity: 342

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=CC(=C1)C=C(C#N)C(=O)N)O
• Isomeric SMILES: COC1=C(C=CC(=C1)/C=C(/C#N)\C(=O)N)O

Technology Process of 2-Cyano-3-(4-hydroxy-3-methoxyphenyl)prop-2-enamide

There total 5 articles about 2-Cyano-3-(4-hydroxy-3-methoxyphenyl)prop-2-enamide 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: 96.0%

vanillin (121-33-5,8014-42-4) + malononitrile (109-77-3) → 2-cyano-3-(4-hydroxy-3-methoxy-phenyl)-acrylic acid amide (91138-32-8)

Guidance literature:

With acetic acid; In water; at 120 ℃; for 6h;

DOI:10.1002/cctc.201600426

Reference yield: 68.0%

vanillin (121-33-5,8014-42-4) + cyanoacetic acid amide (107-91-5) → 2-cyano-3-(4-hydroxy-3-methoxy-phenyl)-acrylic acid amide (91138-32-8)

Guidance literature:

rare earth cation exchanged NaY zeolite; In acetonitrile; at 60 ℃; for 12h;

DOI:10.1016/S0040-4039(97)00180-9

Reference yield:

vanillin (121-33-5,8014-42-4) + cyanoacetic acid amide (107-91-5) → 2-cyano-3-(4-hydroxy-3-methoxy-phenyl)-acrylic acid amide (91138-32-8)

Guidance literature:

With ammonia;

upstream raw materials:

vanillin

cyanoacetic acid amide

ethyl 2-cyanoacetate

malononitrile

Downstream raw materials:

malonic acid

vanillin

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