Mieshuan

Base Information

• Chemical Name: Mieshuan
• CAS No.: 51594-83-3
• Molecular Formula: C13H11 N3 O4
• Molecular Weight: 273.248
• Hs Code.: 2933399090
• UNII: T4H0N048IV
• DSSTox Substance ID: DTXSID8058114
• Wikidata: Q27289657
• Mol file: 51594-83-3.mol

Synonyms:1-(3'-pyridylmethyl)-3-(4'-nitrophenyl)urea;RH 945;RH-945

Chemical Property of Mieshuan

Chemical Property:

• Vapor Pressure: 1.41E-07mmHg at 25°C
• Boiling Point: 429.4°C at 760 mmHg
• Flash Point: 213.5°C
• PSA: 97.04000
• Density: 1.403g/cm³
• LogP: 3.33470
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 273.07495584
• Heavy Atom Count: 20
• Complexity: 337

Purity/Quality:

Mieshuan ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CN=C1)COC(=O)NC2=CC=C(C=C2)[N+](=O)[O-]

Technology Process of Mieshuan

There total 3 articles about Mieshuan 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: 65.7%

3-hydroxymethylpyridin (100-55-0) + 4-nitro-aniline (100-01-6,104810-17-5) + 1,1'-carbonyldiimidazole (530-62-1) → 4-nitrophenylcarbamic acid (3-pyridylmethyl) ester (51594-83-3)

Guidance literature:

3-hydroxymethylpyridin; 1,1'-carbonyldiimidazole; In tetrahydrofuran; at 0 ℃; for 1h;

4-nitro-aniline; In tetrahydrofuran; at 20 ℃; for 18h;

Reference yield:

3-pyridinecarboxylic acid ethyl ester (614-18-6) → 4-nitrophenylcarbamic acid (3-pyridylmethyl) ester (51594-83-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 4 h / 20 °C

2.1: tetrahydrofuran / 1 h / 0 °C

2.2: 18 h / 20 °C

With lithium aluminium tetrahydride; In tetrahydrofuran;

Reference yield:

→ 4-nitrophenylcarbamic acid (3-pyridylmethyl) ester (51594-83-3)

Guidance literature:

p-Nitrophenyl-isocyanat, 3-Pyridylcarbinol;

upstream raw materials:

3-hydroxymethylpyridin

4-nitro-aniline

1,1'-carbonyldiimidazole

3-pyridinecarboxylic acid ethyl ester

Refernces