2-[(E)-N-anilino-C-[(E)-(phenylhydrazinylidene)methyl]carbonimidoyl]oxolane-3,4-diol

Base Information

• Chemical Name: 2-[(E)-N-anilino-C-[(E)-(phenylhydrazinylidene)methyl]carbonimidoyl]oxolane-3,4-diol
• CAS No.: 75869-76-0
• Molecular Formula: C18H20N4O3
• Molecular Weight: 340.3764
• NSC Number: 351745
• Mol file: 75869-76-0.mol

Synonyms:NSC351745;75869-76-0;NSC-351745

Chemical Property of 2-[(E)-N-anilino-C-[(E)-(phenylhydrazinylidene)methyl]carbonimidoyl]oxolane-3,4-diol

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 557.3°Cat760mmHg
• Flash Point: 290.8°C
• Density: 1.32g/cm³
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 6
• Exact Mass: 340.15354051
• Heavy Atom Count: 25
• Complexity: 459

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(C(C(O1)C(=NNC2=CC=CC=C2)C=NNC3=CC=CC=C3)O)O
• Isomeric SMILES: C1C(C(C(O1)/C(=N/NC2=CC=CC=C2)/C=N/NC3=CC=CC=C3)O)O

Technology Process of 2-[(E)-N-anilino-C-[(E)-(phenylhydrazinylidene)methyl]carbonimidoyl]oxolane-3,4-diol

There total 16 articles about 2-[(E)-N-anilino-C-[(E)-(phenylhydrazinylidene)methyl]carbonimidoyl]oxolane-3,4-diol 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: 94.0%

3,4,5,6-tetra-O-acetyl-L-xylo-hexosulose 1,2-bis(phenylhydrazone) (101996-75-2) → L-lyxo-3,6-anhydro-[2]hexosulose-bis-phenylhydrazone (75869-76-0)

Guidance literature:

With 0.5; methanol; sodium methylate; In chloroform; for 28h; Ambient temperature;

DOI:10.1016/S0008-6215(00)90384-7

Reference yield:

D-altrose (1990-29-0) → 3,6-anhydro-D-ribo-hexulose henylosazone (35522-78-2,35522-79-3,75869-74-8,75869-75-9,75869-76-0,75869-77-1,104759-60-6,104759-61-7)

Guidance literature:

Multi-step reaction with 2 steps

2: 3.5 g / conc. sulfuric acid / methanol; H₂O / 6 h / Heating

With sulfuric acid; In methanol; water;

DOI:10.1016/S0008-6215(00)85574-3

Reference yield:

D-altrose (1990-29-0) → (2R,3R,4R)-2-[1,2-Bis-(phenyl-hydrazono)-ethyl]-tetrahydro-furan-3,4-diol (35522-78-2,35522-79-3,75869-74-8,75869-75-9,75869-76-0,75869-77-1,104759-60-6,104759-61-7)

Guidance literature:

Multi-step reaction with 2 steps

2: conc. sulfuric acid / methanol; H₂O / 6 h / Heating

With sulfuric acid; In methanol; water;

DOI:10.1016/S0008-6215(00)85574-3

upstream raw materials:

phenylhydrazine

3,6-anhydro-L-galactose

L-lyxo-[2]hexosulose bis-phenylhydrazone

3,4,5,6-tetra-O-acetyl-L-xylo-hexosulose 1,2-bis(phenylhydrazone)

Downstream raw materials:

2-phenyl-4-α-L-threofuranosyl-1,2,3-osotriazole

β-D-erythrofuranosyl-2-phenyl-2H-1,2,3-triazole

4,5-O-isopropylidene-β-D-erythro-hexulofuranose bis(phenylhydrazone)

4-(2,3-O-isopropylidene-β-D-erythrofuranosyl)-2-phenyl-1,2,3-triazole