Benzyloxyurea

Base Information

• Chemical Name: Benzyloxyurea
• CAS No.: 2048-50-2
• Molecular Formula: C8H10N2O2
• Molecular Weight: 166.18
• Hs Code.: 2924299090
• NSC Number: 41954,27566
• DSSTox Substance ID: DTXSID50282713
• Nikkaji Number: J126.339K
• Wikidata: Q82017059
• ChEMBL ID: CHEMBL1867851
• Mol file: 2048-50-2.mol

Synonyms:1-(benzyloxy)urea;Benzyloxyurea;2048-50-2;phenylmethoxyurea;Urea, (benzyloxy)-;Urea, (phenylmethoxy)-;1-phenylmethoxyurea;MLS001004702;SMR000348213;N-(Benzyloxy)urea;Urea,N-(phenylmethoxy)-;benzoxyurea;Benzyloxyharnstoff;NSC27566;N-(Phenylmethoxy)urea;N-(Benzyloxy)urea #;SCHEMBL693305;cid_231398;CHEMBL1867851;BDBM32938;DTXSID50282713;HMS1753N07;HMS2696M24;NSC41954;NSC-27566;NSC-41954;AKOS001010734;CS-0306685;FT-0602767;A919696;AF-399/25108016;Z56787772

Chemical Property of Benzyloxyurea

Chemical Property:

• Melting Point: 140-142 °C(Solv: acetone (67-64-1); chloroform (67-66-3))
• Refractive Index: 1.56
• PKA: 13.86±0.50(Predicted)
• PSA: 64.35000
• Density: 1.202 g/cm³
• LogP: 1.87770
• Storage Temp.: 2-8°C
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 166.074227566
• Heavy Atom Count: 12
• Complexity: 144

Purity/Quality:

98%min ^*data from raw suppliers

1-(Benzyloxy)urea 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Benzyloxyurea

There total 7 articles about Benzyloxyurea 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%

N-hydroxyurea (127-07-1) + benzyl bromide (100-39-0) → benzyloxyurea (2048-50-2)

Guidance literature:

With potassium hydroxide; In methanol; for 6h; Reflux; Inert atmosphere;

DOI:10.1021/acs.jmedchem.6b00040

Reference yield: 91.0%

N-hydroxyurea (127-07-1) + benzyl chloride (100-44-7) → benzyloxyurea (2048-50-2)

Guidance literature:

With potassium hydroxide; In methanol; for 6h; Reflux;

DOI:10.1021/acs.jmedchem.5b01879

Reference yield: 82.6%

potassium cyanate (590-28-3) + N-benzyloxyamine (622-33-3) → benzyloxyurea (2048-50-2)

Guidance literature:

In water;

DOI:10.1248/cpb.36.2323

upstream raw materials:

potassium cyanate

N-benzyloxyamine

N-hydroxyurea

benzyl chloride

Downstream raw materials:

6-amino-1-benzyloxy-5-(2-methyl-[1,3]dioxolan-2-ylmethyl)-1H-pyrimidine-2,4-dione

N'-(Benzyloxycarbamoyl)-N,N-dimethylformamidin

1-benzyloxy-2(1H)-pyrimidinone

1-(benzyloxy)uracil

Refernces

• 1、 Wang, Lei,Tang, Jing,Huber, Andrew D.,Casey, Mary C.,Kirby, Karen A.,Wilson, Daniel J.,Kankanala, Jayakanth,Xie, Jiashu,Parniak, Michael A.,Sarafianos, Stefan G.,Wang, Zhengqiang. "6-Arylthio-3-hydroxypyrimidine-2,4-diones potently inhibited HIV reverse transcriptase-associated RNase H with antiviral activity". . p. 652 - 665. Retrieved 2018.
• 2、 Wang, Lei,Edwards, Tiffany C.,Sahani, Rajkumar Lalji,Xie, Jiashu,Aihara, Hideki,Geraghty, Robert J.,Wang, Zhengqiang. "Metal binding 6-arylthio-3-hydroxypyrimidine-2,4-diones inhibited human cytomegalovirus by targeting the pUL89 endonuclease of the terminase complex". supporting information. . Retrieved 2021/06/21.