3-Hydroxyphenylurea

Base Information

• Chemical Name: 3-Hydroxyphenylurea
• CAS No.: 701-82-6
• Molecular Formula: C7H8N2O2
• Molecular Weight: 152.153
• Hs Code.: 29242100
• European Community (EC) Number: 211-860-3
• NSC Number: 60733,14672
• UNII: QE8R3LQ24N
• DSSTox Substance ID: DTXSID1061027
• Nikkaji Number: J64.493E
• Wikidata: Q72481184
• Mol file: 701-82-6.mol

Synonyms:3-HYDROXYPHENYLUREA;701-82-6;1-(3-Hydroxyphenyl)urea;m-Hydroxyphenylurea;(3-Hydroxyphenyl)urea;3-Ureidophenol;N-(3-Hydroxyphenyl)urea;Urea, (3-hydroxyphenyl)-;Urea, (m-hydroxyphenyl)-;Urea, N-(3-hydroxyphenyl)-;N-Carbamyl-m-aminophenol;NSC 60733;QE8R3LQ24N;EINECS 211-860-3;NSC 14672;NSC-14672;NSC-60733;AI3-61347;Urea,N-(3-hydroxyphenyl)-;m-Ureidophenol;3-ureido phenol;N-Carbamoyl-3-aminophenol;UNII-QE8R3LQ24N;N-(3-Hydroxyphenyl)urea #;SCHEMBL3185695;DTXSID1061027;NSC14672;NSC60733;BBL007869;MFCD00007945;STK802343;AKOS005622607;VS-01743;CS-0207240;FT-0615858;H0438;D90870;EN300-1232807;Z335810106

Chemical Property of 3-Hydroxyphenylurea

Chemical Property:

• Appearance/Colour: beige fine crystalline powder
• Vapor Pressure: 0.000276mmHg at 25°C
• Melting Point: 182-184 °C
• Refractive Index: 1.689
• Boiling Point: 313.1 °C at 760 mmHg
• PKA: 9.69±0.10(Predicted)
• Flash Point: 143.2 °C
• PSA: 75.35000
• Density: 1.407 g/cm³
• LogP: 1.65610
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 152.058577502
• Heavy Atom Count: 11
• Complexity: 149

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Hydroxyphenylurea >97.0%(N) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)O)NC(=O)N

Technology Process of 3-Hydroxyphenylurea

There total 8 articles about 3-Hydroxyphenylurea 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: 92.0%

sodium isocyanate (917-61-3) + m-Hydroxyaniline (591-27-5) → 1-(3-hydroxyphenyl)urea (701-82-6)

Guidance literature:

With acetic acid; In water; at 20 ℃; for 1h;

DOI:10.1016/j.bmc.2017.10.045

Reference yield: 67.0%

potassium cyanate (590-28-3) + m-Hydroxyaniline (591-27-5) → 1-(3-hydroxyphenyl)urea (701-82-6)

Guidance literature:

With hydrogenchloride; In water; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1039/c8ra03761b

Reference yield:

3-hydroxy-benzoyl azide (89975-51-9) → 1-(3-hydroxyphenyl)urea (701-82-6)

Guidance literature:

With ammonium hydroxide; In water; N,N-dimethyl-formamide; toluene; at 90 ℃; Inert atmosphere;

DOI:10.1021/acs.joc.9b01697

upstream raw materials:

potassium cyanate

water

3-aminophenol hydrochloride

sodium isocyanate

Downstream raw materials:

1-(3-hydroxyphenyl)-3-phenylurea

{6-[(E)-3-Chloro-4-methylamino-phenylimino]-3-oxo-cyclohexa-1,4-dienyl}-urea

C₁₇H₁₉N₅O₃

{6-[(Z)-3-Chloro-4-(2-hydroxy-ethylamino)-phenylimino]-3-oxo-cyclohexa-1,4-dienyl}-urea

Refernces

• 1、 Kumar, Arun,Kumar, Naveen,Sharma, Ritika,Bhargava, Gaurav,Mahajan, Dinesh. "Direct conversion of carboxylic acids to various nitrogen-containing compounds in the one-pot exploiting curtius rearrangement". . p. 11323 - 11334. Retrieved 2019/09/10.
• 2、 Zhang, Mao,Liang, Yu-Ru,Li, Huan,Liu, Ming-Ming,Wang, Yang. "Design, synthesis, and biological evaluation of hydantoin bridged analogues of combretastatin A-4 as potential anticancer agents". . p. 6623 - 6634. Retrieved 2017/11/13.