2-phenylacrylamide

Base Information

• Chemical Name: 2-phenylacrylamide
• CAS No.: 14485-09-7
• Molecular Formula: C₉H₉NO
• Molecular Weight: 147.177

Synonyms:2-phenylacrylamide

Chemical Property of 2-phenylacrylamide

Chemical Property:

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Technology Process of 2-phenylacrylamide

There total 13 articles about 2-phenylacrylamide 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: 85.0%

1-phenyl-1-ethenylzinc bromide (151073-86-8) + Trichloroacetyl isocyanate (3019-71-4) → 2-phenylacrylamide (14485-09-7)

Guidance literature:

1-phenyl-1-ethenylzinc bromide; Trichloroacetyl isocyanate; In tetrahydrofuran; at -20 - 25 ℃; Inert atmosphere;

With methanol; potassium carbonate; In tetrahydrofuran; at 25 ℃; for 12h; Inert atmosphere;

DOI:10.1021/ol101469f

Reference yield: 82.0%

carbon monoxide (201230-82-2) + 1-phenyl-1-iodoethylene (51246-20-9) → 2-phenylacrylamide (14485-09-7)

Guidance literature:

With palladium diacetate; ammonium carbamate; triethylamine; triphenylphosphine; In N,N-dimethyl-formamide; at 50 ℃; for 2h; under 750.075 Torr; chemoselective reaction;

DOI:10.1016/j.tet.2021.132495

Reference yield: 74.0%

2-phenylacrylic acid (492-38-6) → 2-phenylacrylamide (14485-09-7)

Guidance literature:

2-phenylacrylic acid; With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; at 20 ℃; for 3h;

With ammonia; In dichloromethane; at 0 - 20 ℃; for 1h;

DOI:10.1002/anie.202009704

upstream raw materials:

1-phenyl-1-ethenylzinc bromide

Trichloroacetyl isocyanate

2-phenylacrylic acid

2-phenylacrylyl chloride

Downstream raw materials:

2-phenylacrylic acid

3-phenyl-1,2,3,4-tetrahydro-2-quinolone

S-(3-amino-3-oxo-2-phenylpropyl)ethanethioate

1-phenyl-1-cyclopropanecarboxamide

Refernces

Synthesis and evaluation of new phenyl acrylamide derivatives as potent non-nucleoside anti-HBV agents

10.1016/j.bmc.2020.115892

This research aimed to develop novel non-nucleoside anti-HBV agents by synthesizing and evaluating a series of phenyl acrylamide derivatives. The study focused on investigating their inhibitory effects on HBV DNA replication and viral gene expression, as well as their safety profiles. The compounds were synthesized using various chemical reactions, including acylation, bromination, and alkylation, with key reagents such as glycine, benzoyl chloride, benzaldehyde derivatives, and L-phenylalaninol. The results showed that compound 4Bs exhibited potent anti-HBV activity against both wild-type and drug-resistant HBV strains, with IC50 values of 0.19 and 0.18 μM, respectively, and a high selectivity index (SI) above 526, indicating its favorable safety profile.

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