N-(2,3-dimethylphenyl)-N-hydroxy-3-phenylprop-2-enamide

Base Information

• Chemical Name: N-(2,3-dimethylphenyl)-N-hydroxy-3-phenylprop-2-enamide
• CAS No.: 69891-38-9
• Molecular Formula: C17H17NO2
• Molecular Weight: 267.32
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID50694231
• Mol file: 69891-38-9.mol

Synonyms:Cinnamoylxylylhydroxylamine; 97%;DTXSID50694231;n-cinnamoyl-n-2,3-xylylhydroxylamine;D89349;N-(2,3-dimethylphenyl)-N-hydroxy-3-phenylprop-2-enamide

Chemical Property of N-(2,3-dimethylphenyl)-N-hydroxy-3-phenylprop-2-enamide

Chemical Property:

• Melting Point: 152°C
• Boiling Point: 453.2±55.0 °C(Predicted)
• PKA: 8.36±0.50(Predicted)
• Flash Point: 227.9oC
• PSA: 40.54000
• Density: 1.196±0.06 g/cm3(Predicted)
• LogP: 3.73900
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 267.125928785
• Heavy Atom Count: 20
• Complexity: 347

Purity/Quality:

99%, ^*data from raw suppliers

N-Cinnamoyl-N-(2,3-xylyl)hydroxylamine ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=CC=C1)N(C(=O)C=CC2=CC=CC=C2)O)C

Technology Process of N-(2,3-dimethylphenyl)-N-hydroxy-3-phenylprop-2-enamide

There total 3 articles about N-(2,3-dimethylphenyl)-N-hydroxy-3-phenylprop-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:

N-(2,3-dimethylphenyl)hydroxylamine (3096-62-6) + cinnamoyl chloride (102-92-1,17082-09-6) → N-(2,3-dimethylphenyl)-N-hydroxycinnamamide (69891-38-9)

Guidance literature:

With sodium hydrogencarbonate; In diethyl ether; at 0 - 23 ℃;

DOI:10.1002/anie.202100801

Reference yield:

2,3-dimethylnitrobenzene (83-41-0) → N-(2,3-dimethylphenyl)-N-hydroxycinnamamide (69891-38-9)

Guidance literature:

Multi-step reaction with 2 steps

1: rhodium on carbon; hydrazine hydrate / tetrahydrofuran / 0 - 23 °C

2: sodium hydrogencarbonate / diethyl ether / 0 - 23 °C

With rhodium on carbon; sodium hydrogencarbonate; hydrazine hydrate; In tetrahydrofuran; diethyl ether;

DOI:10.1002/anie.202100801

Reference yield:

→ N-(2,3-dimethylphenyl)-N-hydroxycinnamamide (69891-38-9)

Guidance literature:

N-(2,3-Xylyl)hydroxylamin, Cinnamoylchlorid, NaHCO3, H2O (schwach alkalisch);

upstream raw materials:

N-(2,3-dimethylphenyl)hydroxylamine

cinnamoyl chloride

2,3-dimethylnitrobenzene

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