Thiourea, N,N'-bis(2-methylphenyl)-

Base Information

• Chemical Name: Thiourea, N,N'-bis(2-methylphenyl)-
• CAS No.: 137-97-3
• Molecular Formula: C15H16 N2 S
• Molecular Weight: 256.371
• Hs Code.: 2930909090
• European Community (EC) Number: 205-309-6
• NSC Number: 119321,37140
• UNII: E9V2MKK2NZ
• DSSTox Substance ID: DTXSID4059679
• Nikkaji Number: J49.695B
• Wikidata: Q26841208
• Mol file: 137-97-3.mol

Synonyms:137-97-3;1,3-Di-o-tolylthiourea;1,3-Di(o-tolyl)thiourea;Thiourea, N,N'-bis(2-methylphenyl)-;Di-o-tolylthiourea;1,3-Di-o-tolyl-2-thiourea;N,N'-Di-o-tolylthiourea;1,3-bis(2-methylphenyl)thiourea;Di-o-toluylthiourea;1,3-Bis(o-tolyl)thiourea;N,N'-Bis(2-methylphenyl)thiourea;2,2'-Dimethylthiocarbanilide;USAF EK-1651;sym-Di-o-tolylthiourea;1,3-Di-o-tolylthiomocovina;Urea, 1,3-bis(o-tolyl)-2-thio-;NSC 119321;CARBANILIDE, 2,2'-DIMETHYLTHIO-;N,N'-Di(o-tolyl)-2-thiourea;EINECS 205-309-6;1,3-Di-o-tolylthiomocovina [Czech];E9V2MKK2NZ;AI3-03718;NSC-37140;NSC-119321;Carbanilide,2'-dimethylthio-;Urea,3-bis(o-tolyl)-2-thio-;Thiourea,N'-bis(2-methylphenyl)-;WLN: 1R BMYUS & MR B1;NSC37140;MFCD00025922;ACCELERATOR DOTU;1,3-dio-tolylthiourea;2,2'-Ditolylthiourea;Diorthotolylthioharnstoff;UNII-E9V2MKK2NZ;Accelerator A22 (Salt/Mix);Thiourea, 1,3-di-O-tolyl-;SCHEMBL1276741;1,3-Bis(o-tolyl)-2-thiourea;DTXSID4059679;Carbanilide, o,o'-dimethylthio-;NSC119321;STK397275;Thiourea,N,N'-bis(2-methylphenyl)-;AKOS000313251;LS-51578;CS-0188115;D0802;FT-0629578;D89720;EN300-1662967;A886339;W-109494;Q26841208;F3004-0113

Chemical Property of Thiourea, N,N'-bis(2-methylphenyl)-

Chemical Property:

• Vapor Pressure: 1.36E-05mmHg at 25°C
• Melting Point: 157-159 °C(lit.)
• Refractive Index: 1.6000 (estimate)
• Boiling Point: 367.5°Cat760mmHg
• PKA: 12.02±0.70(Predicted)
• Flash Point: 176°C
• PSA: 56.15000
• Density: 1.219g/cm³
• LogP: 4.25830
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 256.10341969
• Heavy Atom Count: 18
• Complexity: 254

Purity/Quality:

98% ^*data from raw suppliers

1,3-Di(o-tolyl)thiourea >98.0%(HPLC)(N) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 25-36/37/38-50/53
• Safety Statements: 22-24/25-61-60-45-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC=CC=C1NC(=S)NC2=CC=CC=C2C
• Uses: 1,3-Di-o-tolylthiourea is a inhibitor of secreted aspartic protease SAP2. Effective in the treatment of drug-resistant Candida albicans infections Metal-pickling inhibitor.

Technology Process of Thiourea, N,N'-bis(2-methylphenyl)-

There total 26 articles about Thiourea, N,N'-bis(2-methylphenyl)- 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: 95.0%

1,1'-Thiocarbonyldiimidazole (6160-65-2) + o-toluidine (95-53-4) → N,N'-di(o-tolyl)thiourea (137-97-3)

Guidance literature:

With quinoclamine; at 0 ℃;

DOI:10.1016/S0040-4039(01)00011-9

Reference yield: 94.0%

sodium trithiocarbonate (534-18-9) + o-toluidine (95-53-4) → 1-methyl-2-pyridinethione (2044-27-1) + N,N'-di(o-tolyl)thiourea (137-97-3)

Guidance literature:

With 2-chloro-1-methyl-pyridinium iodide; In dimethyl sulfoxide; at 40 ℃; for 4h;

DOI:10.1246/cl.1982.641

Reference yield: 83.0%

2-tolyl isothiocyanate (614-69-7) → N,N'-di(o-tolyl)thiourea (137-97-3)

Guidance literature:

With di-tert-butyl peroxide; potassium hydroxide; In water; at 90 ℃; for 5h; Reagent/catalyst; Schlenk technique; Sealed tube; Green chemistry;

DOI:10.1080/00397911.2021.2001017

upstream raw materials:

(5-amino-[1,2,4]dithiazol-3-ylidene)-phenyl-amine

o-toluidine

N,N-dimethyl-o-toluidine

thiourea

Downstream raw materials:

N,N',N''-tri(2-tolyl)guanidine

o-toluidine

1,3-di(2-methylphenyl)-2-thiobarbituric acid

1-phenyl 3-o-tolylthiocarbamide

Refernces

• 1、 Chen, Ling,Dong, Yibo,Wu, Yangjie,Yang, Jinchen,Zhang, Jinli. "Di-tert-butyl peroxide (DTBP)-mediated synthesis of symmetrical N,N′-disubstituted urea/thiourea motifs from isothiocyanates in water". supporting information. . Retrieved 2021/12/01.
• 2、 Wu, He,Sun, Yan-Fang,Zhang, Chen,Miao, Chun-Bao,Yang, Hai-Tao. "A facile method for the preparation of carbodiimides from thioureas and (Boc)2O". supporting information. p. 739 - 742. Retrieved 2018/01/27.