Diphenyl N-cyanocarbonimidate

Base Information

• Chemical Name: Diphenyl N-cyanocarbonimidate
• CAS No.: 79463-77-7
• Molecular Formula: C14H10N2O2
• Molecular Weight: 238.246
• Hs Code.: 29269090
• European Community (EC) Number: 427-300-8,628-090-2
• DSSTox Substance ID: DTXSID70350786
• Nikkaji Number: J995.321C
• Mol file: 79463-77-7.mol

Synonyms:Diphenyl N-cyanocarbonimidate;79463-77-7;Diphenyl cyanocarbonimidate;Cyanocarbonimidia acid diphenyl aester;diphenoxymethylidenecyanamide;diphenylcyanocarbonimidate;diphenoxymethylenecyanamide;MFCD00010380;bis(phenoxy)methylidenecyanamide;N-Cyano-diphenyl imidocarbonate;cyano(diphenoxymethylidene)amine;EC 427-300-8;DiphenylN-cyanocarbonimidate;N-Cyanocarbonimidic Acid Diphenyl Ester;diphenyl cyancarbonimidate;Maybridge1_007626;diphenylcyanocarbon-imidate;N-Cyanodiphenoxymethanimine;SCHEMBL90807;diphenyl-N-cyanoimidocarbonate;HMS563C14;DTXSID70350786;STR07968;Diphenyl N-cyanocarbonimidate, 97%;AKOS015915588;CS-W002056;AC-26544;SY020118;D2454;FT-0641719;EN300-205557;A839695;W-201714

Chemical Property of Diphenyl N-cyanocarbonimidate

Chemical Property:

• Appearance/Colour: white fluffy powder
• Vapor Pressure: 8.13E-05mmHg at 25°C
• Melting Point: 155-158 °C(lit.)
• Refractive Index: 1.56
• Boiling Point: 341.3 °C at 760 mmHg
• PKA: -6.70±0.50(Predicted)
• Flash Point: 160.2 °C
• PSA: 54.61000
• Density: 1.1 g/cm³
• LogP: 2.98148
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive.: Moisture Sensitive
• Water Solubility.: Insoluble in water.
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 238.074227566
• Heavy Atom Count: 18
• Complexity: 298

Purity/Quality:

99% ^*data from raw suppliers

Diphenyl N-cyanocarbonimidate ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)OC(=NC#N)OC2=CC=CC=C2
• Uses: Diphenyl N-cyanocarbonimidate has been used in the preparation of N-substituted 2-amino-4H-3,1-benzoxazines, cyanoguanidine derivatives, oxadiazoles.

Technology Process of Diphenyl N-cyanocarbonimidate

There total 2 articles about Diphenyl N-cyanocarbonimidate 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: 91.0%

CYANAMID (420-04-2) + dichlorodiphenoxymethane (4885-03-4) → N-cyanodiphenylcarbonimidate (79463-77-7)

Guidance literature:

In ethyl acetate; 1.) not above 80 deg C, 2.) R_.T_., 3.5 h.;

Reference yield:

bis(phenyl) carbonate (102-09-0) → N-cyanodiphenylcarbonimidate (79463-77-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / PCl₅ / 16 h / 155 °C

2: 51 percent / ethyl acetate / <60 deg C

With phosphorus pentachloride; In ethyl acetate;

DOI:10.1021/jm00112a013

Reference yield: 100.0%

N-cyanodiphenylcarbonimidate (79463-77-7) + aniline (62-53-3) → N-cyano-N'-phenylcarbamimidic acid phenyl ester (84859-47-2)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In isopropyl alcohol; at 20 ℃; for 3h;

upstream raw materials:

CYANAMID

dichlorodiphenoxymethane

bis(phenyl) carbonate

Downstream raw materials:

C₁₅H₁₃BrN₄OS

C₂₃H₂₈N₄O₂

N-cyano-O-phenyl-N'-<4-<3-(1-piperidinylmethyl)phenoxy>butyl>isourea

N-cyano-O-phenyl-N'-<3-<3-(1-piperidinylmethyl)phenoxy>propyl>isourea

Refernces

• 1、 Webb, R. Lee,Labaw, Clifford S.. "Diphenyl Cyanocarbonimidate. A Versatile Synthon for the Construction of Heterocyclic Systems". . p. 1205 - 1206. Retrieved 2007/10/02.