3-Iodophenyl isocyanate

Base Information

• Chemical Name: 3-Iodophenyl isocyanate
• CAS No.: 23138-56-9
• Molecular Formula: C7H4INO
• Molecular Weight: 245.019
• Hs Code.: 2929109000
• European Community (EC) Number: 625-487-2
• DSSTox Substance ID: DTXSID70403726
• Mol file: 23138-56-9.mol

Synonyms:3-Iodophenyl isocyanate;23138-56-9;1-iodo-3-isocyanatobenzene;Benzene, 1-iodo-3-isocyanato-;3-iodophenylisocyanate;Benzene,1-iodo-3-isocyanato-;1-iodo-3-isocyanato-benzene;SCHEMBL925415;3-Iodophenyl isocyanate, 97%;DTXSID70403726;LZSQANBVKPXBLO-UHFFFAOYSA-N;YAA13856;MFCD00037088;AKOS009159234;AS-59990;EN300-149721;J-015001

Chemical Property of 3-Iodophenyl isocyanate

Chemical Property:

• Vapor Pressure: 0.01mmHg at 25°C
• Refractive Index: n20/D 1.632(lit.)
• Boiling Point: 263.9 °C at 760 mmHg
• Flash Point: 113.4 °C
• PSA: 29.43000
• Density: 1.79 g/cm³
• LogP: 2.25850
• Sensitive.: Moisture & Light Sensitive
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 244.93376
• Heavy Atom Count: 10
• Complexity: 154

Purity/Quality:

99% ^*data from raw suppliers

3-Iodophenyl isocyanate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 23-26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)I)N=C=O

Technology Process of 3-Iodophenyl isocyanate

There total 4 articles about 3-Iodophenyl 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: 89.0%

bis(trichloromethyl) carbonate (32315-10-9) + 3-Iodoaniline (626-01-7) → 1-iodo-3-isocyanatobenzene (23138-56-9)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 18h; Cooling with ice;

DOI:10.1002/ejoc.202101234

Reference yield:

3-Iodoaniline (626-01-7) + trichloromethyl chloroformate (503-38-8) → 1-iodo-3-isocyanatobenzene (23138-56-9)

Guidance literature:

With pyrographite; In ethyl acetate; 1.) RT, 5 min, 2.) reflux;

DOI:10.1021/jm950476

Reference yield:

3-nitro-aniline (99-09-2) → 1-iodo-3-isocyanatobenzene (23138-56-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sulfuric acid / water / 0.17 h / 5 - 50 °C

1.2: 0.5 h / 5 - 10 °C

2.1: sodium dithionite; water / tetrahydrofuran / 2 h / 60 °C

3.1: triethylamine / dichloromethane / 18 h / 20 °C / Cooling with ice

With sodium dithionite; sulfuric acid; water; triethylamine; In tetrahydrofuran; dichloromethane; water;

DOI:10.1002/ejoc.202101234

upstream raw materials:

3-Iodoaniline

trichloromethyl chloroformate

bis(trichloromethyl) carbonate

3-nitro-aniline

Downstream raw materials:

C₁₈H₁₄FN₅O₅

(6S)-2-nitro-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazin-6-yl {3-[6-(trifluoromethyl)pyridin-3-yl]phenyl}carbamate

1-[3-(6-fluoropyridin-3-yl)phenyl]-3-[(6S)-2-nitro-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazin-6-yl]urea

1-[(6S)-2-nitro-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazin-6-yl]-3-{3-[6-(trifluoromethyl)pyridin-3-yl]phenyl}urea

Refernces

• 1、 Stark,Purand,Huels,Ligneau,Garbarg,Schwartz,Schunack. "[125I]iodoproxyfan and related compounds: a reversible radioligand and novel classes of antagonists with high affinity and selectivity for the histamine H3 receptor.". . p. 1220 - 1226. Retrieved 2007/10/03.