N-[(E,2Z)-4-ethyl-2-hydroxyimino-5-nitrohex-3-enyl]pyridine-3-carboxamide

Base Information

• Chemical Name: N-[(E,2Z)-4-ethyl-2-hydroxyimino-5-nitrohex-3-enyl]pyridine-3-carboxamide
• CAS No.: 163180-50-5
• Deprecated CAS: 163180-50-5,174021-98-8
• Molecular Formula: C₁₄H₁₈N₄O₄
• Molecular Weight: 306.321
• Hs Code.: 2933399090
• European Community (EC) Number: 634-074-6
• ChEMBL ID: CHEMBL123732
• Mol file: 163180-50-5.mol

Synonyms:FR 144420;FR-144420;FR144420;N-(4-ethyl-3-(hydroxyimino)-5-nitro-3-hexen-1-yl)-3-pyridinecarboxamide

Chemical Property of N-[(E,2Z)-4-ethyl-2-hydroxyimino-5-nitrohex-3-enyl]pyridine-3-carboxamide

Chemical Property:

• Vapor Pressure: 2.77E-15mmHg at 25°C
• Boiling Point: 600.8°C at 760 mmHg
• Flash Point: 317.2°C
• PSA: 134.39000
• Density: 1.26g/cm³
• LogP: 2.56050
• Storage Temp.: −20°C
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 306.13280507
• Heavy Atom Count: 22
• Complexity: 456

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(=CC(=NO)CNC(=O)C1=CN=CC=C1)C(C)[N+](=O)[O-]
• Isomeric SMILES: CC/C(=C\C(=N\O)\CNC(=O)C1=CN=CC=C1)/C(C)[N+](=O)[O-]

Technology Process of N-[(E,2Z)-4-ethyl-2-hydroxyimino-5-nitrohex-3-enyl]pyridine-3-carboxamide

There total 14 articles about N-[(E,2Z)-4-ethyl-2-hydroxyimino-5-nitrohex-3-enyl]pyridine-3-carboxamide 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:

(E)-2-ethyl-2-butenal (63883-69-2) → N-[4-Ethyl-(Z)-2-hydroxyimino-5-nitro-(E)-3-hexen-1-yl]-3-pyridinecarboxamide (162626-99-5,163180-50-5)

Guidance literature:

Multi-step reaction with 7 steps

1: NaH

2: LiAlH₄ / tetrahydrofuran

3: pyridine

4: (Ph₃P)4Pd / dimethylformamide

5: NH₂NH₂ / ethanol

6: pyridine

7: HCl, NaNO₂ / H₂O

With pyridine; hydrogenchloride; lithium aluminium tetrahydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydride; hydrazine; sodium nitrite; In tetrahydrofuran; ethanol; water; N,N-dimethyl-formamide;

DOI:10.1016/0960-894X(95)00547-7

Reference yield:

ethyl (E,E)-4-ethylhexa-2,4-dienoate (92454-22-3) → N-[4-Ethyl-(Z)-2-hydroxyimino-5-nitro-(E)-3-hexen-1-yl]-3-pyridinecarboxamide (162626-99-5,163180-50-5)

Guidance literature:

Multi-step reaction with 6 steps

1: LiAlH₄ / tetrahydrofuran

2: pyridine

3: (Ph₃P)4Pd / dimethylformamide

4: NH₂NH₂ / ethanol

5: pyridine

6: HCl, NaNO₂ / H₂O

With pyridine; hydrogenchloride; lithium aluminium tetrahydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydrazine; sodium nitrite; In tetrahydrofuran; ethanol; water; N,N-dimethyl-formamide;

DOI:10.1016/0960-894X(95)00547-7

Reference yield:

(E,E)-4-ethylhexa-2,4-diene-1-ol (92454-36-9) → N-[4-Ethyl-(Z)-2-hydroxyimino-5-nitro-(E)-3-hexen-1-yl]-3-pyridinecarboxamide (162626-99-5,163180-50-5)

Guidance literature:

Multi-step reaction with 5 steps

1: pyridine

2: (Ph₃P)4Pd / dimethylformamide

3: NH₂NH₂ / ethanol

4: pyridine

5: HCl, NaNO₂ / H₂O

With pyridine; hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydrazine; sodium nitrite; In ethanol; water; N,N-dimethyl-formamide;

DOI:10.1016/0960-894X(95)00547-7

upstream raw materials:

(E)-2-ethyl-2-butenal

ethyl (E,E)-4-ethylhexa-2,4-dienoate

(E,E)-4-ethylhexa-2,4-diene-1-ol

(E,E)-1-acetoxy-4-ethyl-2,4-hexadiene

Refernces