(3-Fluoro-4-(morpholinyl)phenyl)isocyanate

Base Information

• Chemical Name: (3-Fluoro-4-(morpholinyl)phenyl)isocyanate
• CAS No.: 224323-51-7
• Molecular Formula: C11H11FN2O2
• Molecular Weight: 222.219
• DSSTox Substance ID: DTXSID601269132
• Nikkaji Number: J3.527.271B
• Mol file: 224323-51-7.mol

Synonyms:(3-fluoro-4-(morpholinyl)phenyl)isocyanate;224323-51-7;4-(2-Fluoro-4-isocyanatophenyl)morpholine;Morpholine, 4-(2-fluoro-4-isocyanatophenyl)-;MFCD23381074;SCHEMBL2586326;JFYQLZHULWIALT-UHFFFAOYSA-N;DTXSID601269132;3-Fluoro4-morpholinylphenylisocyanate;3-fluoro-4-morpholinophenyl isocyanate;3-Fluoro-4-Morpholinylphenylisocyanate;AKOS028108837;AS-33228;3-Fluoro-4-(morpholinyl)phenyl isocyanate;J3.527.271B;EN300-7402844;A856735

Chemical Property of (3-Fluoro-4-(morpholinyl)phenyl)isocyanate

Chemical Property:

• Boiling Point: 355.302 °C at 760 mmHg
• Flash Point: 168.681 °C
• PSA: 50.69000
• Density: 1.271 g/cm³
• LogP: 1.78270
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 222.08045576
• Heavy Atom Count: 16
• Complexity: 275

Purity/Quality:

99% ^*data from raw suppliers

(3-Fluoro-4-(morpholinyl)phenyl)isocyanate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COCCN1C2=C(C=C(C=C2)N=C=O)F

Technology Process of (3-Fluoro-4-(morpholinyl)phenyl)isocyanate

There total 10 articles about (3-Fluoro-4-(morpholinyl)phenyl)isocyanate 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: 84.0%

phosgene (75-44-5) + 3-fluoro-4-(morpholinyl)aniline (93246-53-8) → 3-fluoro-4-(morpholin-4-yl)-phenyl isocyanate (224323-51-7)

Guidance literature:

In toluene; at -20 ℃; Product distribution / selectivity; Inert atmosphere; Reflux;

Reference yield: 80.0%

bis(trichloromethyl) carbonate (32315-10-9) + 3-fluoro-4-(morpholinyl)aniline (93246-53-8) → 3-fluoro-4-(morpholin-4-yl)-phenyl isocyanate (224323-51-7)

Guidance literature:

In toluene; at 20 ℃; Reflux;

DOI:10.3184/030823409X12590575888607

Reference yield:

3,4-difluoronitrobenzene (369-34-6) → 3-fluoro-4-(morpholin-4-yl)-phenyl isocyanate (224323-51-7)

Guidance literature:

Multi-step reaction with 3 steps

1: methanol / 2 h / Reflux

2: ammonium formate / palladium 10% on activated carbon / tetrahydrofuran; methanol / 20 °C / Inert atmosphere; cooling with ice

3: toluene / -20 °C / Inert atmosphere; Reflux

With ammonium formate; palladium 10% on activated carbon; In tetrahydrofuran; methanol; toluene;

upstream raw materials:

phosgene

3-fluoro-4-(morpholinyl)aniline

bis(trichloromethyl) carbonate

3,4-difluoronitrobenzene

Downstream raw materials:

(S)-N-carbo(1'-acetamido-3'-chloro-2'-propoxy)-3-fluoro-4-morpholinylaniline

linezolid

linezolid

(S)-N-[[3-[3-fluoro-4-[4-morpholinyl]phenyl]-2-oxo-5-oxazolidinyl]methyl]amine

Refernces

• 1、 Giacomini, Daria,Martelli, Giulia,Piccichè, Miriam,Calaresu, Enrico,Cocuzza, Clementina Elvezia,Musumeci, Rosario. "Design and Synthesis of 4-Alkylidene-β-lactams: Benzyl- and Phenethyl-carbamates as Key Fragments to Switch on Antibacterial Activity". . p. 1525 - 1533. Retrieved 2017/09/25.
• 2、 Zhang, Xingxian,Zhao, Chengfeng,Gu, Yue. "A facile solvent-free synthesis of chiral oxazolidinone derivatives catalyzed by MgI2 etherate: An approach to enantiopure synthesis of linezolid". . p. 1143 - 1146,4. Retrieved 2020/09/16.