1-(3-Hydroxyphenyl)-2-thiourea

Base Information

• Chemical Name: 1-(3-Hydroxyphenyl)-2-thiourea
• CAS No.: 3394-05-6
• Molecular Formula: C7H8 N2 O S
• Molecular Weight: 168.219
• Hs Code.: 2930909090
• European Community (EC) Number: 674-176-8
• NSC Number: 165665
• DSSTox Substance ID: DTXSID10374744
• Nikkaji Number: J364.679C
• ChEMBL ID: CHEMBL1529908
• Mol file: 3394-05-6.mol

Synonyms:1-(3-Hydroxyphenyl)-2-thiourea;3394-05-6;(3-hydroxyphenyl)thiourea;1-(3-hydroxyphenyl)thiourea;3-hydroxyphenylthiourea;m-Hydroxyphenylthiourea;MLS000756348;MFCD00022167;3-Hydroxyphenylthiourea;3-Thioureidophenol;NSC 165665;Thiourea, (3-hydroxyphenyl)-;NSC165665;1-(m-Hydroxyphenyl)thiourea;3-Hydroxy-phenylthioharnstoff;F3143-0002;SCHEMBL1884582;CHEMBL1529908;1-(m-Hydroxyphenyl)-2-thiourea;DTXSID10374744;BHJYKFUCQNISJA-UHFFFAOYSA-N;HMS2885M08;STL294820;AKOS001268930;NSC-165665;MS-11543;SMR000528691;FT-0615857;VU0510634-1;D85857;EN300-832830;A912363;Z199466960

Chemical Property of 1-(3-Hydroxyphenyl)-2-thiourea

Chemical Property:

• Vapor Pressure: 4.95E-05mmHg at 25°C
• Melting Point: 178-180°C
• Boiling Point: 338.6°Cat760mmHg
• PKA: 9.36±0.10(Predicted)
• Flash Point: 158.6°C
• PSA: 90.37000
• Density: 1.45g/cm³
• LogP: 1.82100
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 168.03573406
• Heavy Atom Count: 11
• Complexity: 151

Purity/Quality:

99% ^*data from raw suppliers

3-Hydroxyphenylthiourea ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R22:Harmful if swallowed.
• Hazard Codes: R22:Harmful if swallowed.
• Statements: 22
• Safety Statements: 22-36/37

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 1-(3-Hydroxyphenyl)-2-thiourea

There total 12 articles about 1-(3-Hydroxyphenyl)-2-thiourea 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: 74.0%

Benzoyl isothiocyanate (532-55-8) + m-Hydroxyaniline (591-27-5) → N-(3-hydroxyphenyl)thiourea (3394-05-6)

Guidance literature:

Benzoyl isothiocyanate; m-Hydroxyaniline; In dichloromethane; at 20 ℃; for 12h;

With sodium hydroxide; In tetrahydrofuran; water; for 2h; Reflux;

DOI:10.1021/acs.jmedchem.6b01521

Reference yield: 44.0%

potassium thioacyanate (333-20-0) + m-Hydroxyaniline (591-27-5) → N-(3-hydroxyphenyl)thiourea (3394-05-6)

Guidance literature:

m-Hydroxyaniline; With hydrogenchloride; In ethanol; water; at 20 ℃; Reflux;

potassium thioacyanate; In ethanol; water; for 18h; Reflux;

DOI:10.1016/j.bmc.2009.04.030

Reference yield: 8.0%

ammonium thiocyanate + m-Hydroxyaniline (591-27-5) → N-(3-hydroxyphenyl)thiourea (3394-05-6)

Guidance literature:

With hydrogenchloride; In water; at 100 ℃; for 16h;

DOI:10.1021/jm901457w

upstream raw materials:

1-hydroxy-3-isothiocyanatobenzene

sodium thiocyanide

4-Aminosalicylic acid

ammonium thiocyanate

Downstream raw materials:

N-(3-hydroxyphenyl)cyanamide

2-(3-hydroxy-phenyl)imino-thiazolidin-4-one

3-(4-(4-hydroxyphenyl)thiazol-2-ylamino)phenol

4-(2-(3-hydroxyphenylamino)thiazol-4-yl)benzene-1,3-diol

Refernces

• 1、 Kim, Hee Sook,Shin, Min Jae,Lee, Byungho,Oh, Kwang-Seok,Choo, Hyunah,Pae, Ae Nim,Roh, Eun Joo,Nam, Ghilsoo. "Synthesis and biological evaluation of 2-phenylimino-5((5-phenylfuran-2-yl)methylene)thiazolidin-4-ones as IKK2 inhibitors". . p. 2621 - 2626. Retrieved 2015/11/16.
• 2、 Vogt, Dominik,Weber, Julia,Ihlefeld, Katja,Brüggerhoff, Astrid,Proschak, Ewgenij,Stark, Holger. "Design, synthesis and evaluation of 2-aminothiazole derivatives as sphingosine kinase inhibitors". . p. 5354 - 5367. Retrieved 2014/12/11.