Phenyl N-(4,6-dimethoxypyrimidin-2-yl)carbamate

Base Information

• Chemical Name: Phenyl N-(4,6-dimethoxypyrimidin-2-yl)carbamate
• CAS No.: 89392-03-0
• Deprecated CAS: 107883-73-8,130663-90-0
• Molecular Formula: C13H13N3O4
• Molecular Weight: 275.264
• Hs Code.: 2933599090
• European Community (EC) Number: 406-600-2,618-270-9
• DSSTox Substance ID: DTXSID10888694
• Wikidata: Q72468202
• Mol file: 89392-03-0.mol

Synonyms:89392-03-0;4,6-Dimethoxy-2-(phenoxycarbonyl)aminopyrimidine;Phenyl N-(4,6-dimethoxypyrimidin-2-yl)carbamate;Phenyl (4,6-dimethoxypyrimidin-2-yl)carbamate;2-((phenoxycarbonyl)amino)-4,6-dimethoxypyrimidine;Phenyl (4,6-Dimethoxy-2-pyrimidinyl)carbamate;Carbamic acid, N-(4,6-dimethoxy-2-pyrimidinyl)-, phenyl ester;MFCD02947731;Carbamic acid, (4,6-dimethoxy-2-pyrimidinyl)-, phenyl ester;phenyl 4,6-dimethoxypyrimidin-2-ylcarbamate;phenyl(4,6-dimethoxypyrimidin-2-yl)carbamate;EC 406-600-2;phenyl(4,6-dimethoxy-2-pyrimidinyl)carbamate;4,6-Dimethoxy-2-[(phenoxycarbonyl)amino]pyrimidine;Phenyl-4,6-dimethoxy-2 -pyrimidylamino formate;PHENYL-4,6-DIMETHOXY-2-PYERIMIDYLAMINO FORMATE;SCHEMBL1576702;DTXSID10888694;MESPVSMSORHLAX-UHFFFAOYSA-N;AKOS015852162;SB60466;DS-12991;SY021280;phenyl 4,6-dimethoxy-2-pyrimidylcarbamate;AM20050157;CS-0030559;FT-0648901;P2182;2-phenoxycarbonylamino-4,6-dimethoxypyrimidine;4,6-dimethoxy-2-phenoxycarbonylaminopyrimidine;phenyl (4.6-dimethoxypyrimidin-2-yl)carbamate;phenyl(4,6-dimethoxy pyrimidin-2-yl)carbamate;phenyl(4,6-dimethoxypyrimidin-2-yl)-carbamate;phenyl(4.6-dimethoxy pyrimidin-2-yl)carbamate;phenyl (4,6-dimethoxy-pyrimidin-2-yl)carbamate;phenyl-N-(4,6-dimethoxypyrimidin-2-yl)carbamate;4,6-Dimethoxy-2-(Phenoxycarbonyl)Amino-Pyrimidine;A843182;J-514161;4,6-Dimethoxy-2-[(phenoxycarbonyl)amino]-pyrimidine;(4,6-Dimethoxy-2-pyrimidinyl)carbamic Acid Phenyl Ester;4,6-dimethoxy-2-pyrimidinylcarbamic acid, phenyl ester;4,6-dimethoxypyrimidin-2-ylcarbamic acid, phenyl ester;(4,6-dimethoxy-2-pyrimidinyl)carbamic acid, phenyl ester;N-(4,6-dimethoxypyrimidin-2-yl)carbamic acid, phenyl ester

Chemical Property of Phenyl N-(4,6-dimethoxypyrimidin-2-yl)carbamate

Chemical Property:

• Appearance/Colour: Crystalline powder
• Vapor Pressure: 0.02Pa at 20℃
• Melting Point: 118.0 to 122.0 °C
• Refractive Index: 1.602
• Boiling Point: 250℃[at 101 325 Pa]
• PKA: 9.49±0.70(Predicted)
• PSA: 82.57000
• Density: 1.318 g/cm³
• LogP: 2.17770
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: 61mg/L at 20℃
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 275.09060590
• Heavy Atom Count: 20
• Complexity: 298

Purity/Quality:

99% ^*data from raw suppliers

4,6-Dimethoxy-2-(phenoxycarbonyl)aminopyrimidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,N
• Hazard Codes: Xi,N
• Statements: 43-51/53
• Safety Statements: 24-37-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=NC(=N1)NC(=O)OC2=CC=CC=C2)OC
• Uses: Intermediate for the production of Sulfonyl Urea herbicides. Product Data Sheet

Technology Process of Phenyl N-(4,6-dimethoxypyrimidin-2-yl)carbamate

There total 3 articles about Phenyl N-(4,6-dimethoxypyrimidin-2-yl)carbamate 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: 83.0%

4,6-dimethoxy-2-aminopyrimidine (36315-01-2,256642-28-1) + phenyl chloroformate (1885-14-9) → O-phenyl N-(4,6-dimethoxypyrimidin-2-yl)carbamate (89392-03-0)

Guidance literature:

With triethylamine; In acetonitrile; at 60 ℃; for 6h; Green chemistry;

DOI:10.14233/ajchem.2017.20529

Reference yield: 82.0%

2-isocyanato-4,6-dimethoxypyrimidine (111284-03-8) + phenol (108-95-2,27073-41-2) → O-phenyl N-(4,6-dimethoxypyrimidin-2-yl)carbamate (89392-03-0)

Guidance literature:

Reference yield:

4,6-dimethoxypyrimidin-2-ylcarbamoyl chloride (111923-83-2) + 2-isocyanato-4,6-dimethoxypyrimidine (111284-03-8) + phenol (108-95-2,27073-41-2) → O-phenyl N-(4,6-dimethoxypyrimidin-2-yl)carbamate (89392-03-0)

Guidance literature:

at 50 ℃; for 1h; Product distribution / selectivity;

upstream raw materials:

2-isocyanato-4,6-dimethoxypyrimidine

phenol

4,6-dimethoxypyrimidin-2-ylcarbamoyl chloride

4,6-dimethoxy-2-aminopyrimidine

Downstream raw materials:

2-(1-acetoxy-2-fluoroethyl)-N-[(4,6-dimethoxypyrimidin-2-yl)-aminocarbonyl]benzenesulfonamide

Refernces

• 1、 -. "Synthesis method of rimsulfuron". Paragraph 0030; 0032; 0036; 0037; 0072-0079. . Retrieved 2020/09/20.
• 2、 -. "METHOD FOR PRODUCING PYRIMIDINE COMPOUND". Page/Page column 16. . Retrieved 2011/01/11.