1,1-Diphenyl-2-thiourea

Base Information

• Chemical Name: 1,1-Diphenyl-2-thiourea
• CAS No.: 3898-08-6
• Molecular Formula: C13H12 N2 S
• Molecular Weight: 228.318
• Hs Code.: 2930909090
• European Community (EC) Number: 223-448-0
• NSC Number: 49187
• UNII: MPJ2UNH7EF
• DSSTox Substance ID: DTXSID6063228
• Nikkaji Number: J87.707G
• ChEMBL ID: CHEMBL1423001
• Mol file: 3898-08-6.mol

Synonyms:1,1-Diphenyl-2-thiourea;1,1-Diphenylthiourea;3898-08-6;N,N-Diphenylthiourea;Thiourea, N,N-diphenyl-;USAF EK-7087;Urea, 1,1-diphenyl-2-thio-;Urea, 1,1-diphenylthio-;MPJ2UNH7EF;EINECS 223-448-0;NSC 49187;NSC-49187;AI3-24939;N-diphenylthiourea;NSC49187;Thiourea,N-diphenyl-;Urea,1-diphenylthio-;UNII-MPJ2UNH7EF;WLN: SUYZNR&R;Urea,1-diphenyl-2-thio-;SCHEMBL81706;MLS000688186;SCHEMBL8900621;CHEMBL1423001;DTXSID6063228;HMS1679A09;HMS2718G03;MFCD00059151;STL089891;AKOS000119988;SB80163;NCGC00245090-01;AS-11529;SMR000283844;LS-160095;CS-0214697;D0918;EN300-18676;D89743;A924543;BRD-K52381940-001-07-4;Z87002412;InChI=1/C13H12N2S/c14-13(16)15(11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10H,(H2,14,16

Chemical Property of 1,1-Diphenyl-2-thiourea

Chemical Property:

• Vapor Pressure: 1.5E-05mmHg at 25°C
• Refractive Index: 1.5700 (estimate)
• Boiling Point: 366.1°Cat760mmHg
• Flash Point: 175.2°C
• PSA: 61.35000
• Density: 1.249g/cm³
• LogP: 3.76860
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 228.07211956
• Heavy Atom Count: 16
• Complexity: 212

Purity/Quality:

97% ^*data from raw suppliers

1,1-Diphenyl-2-thiourea ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)N(C2=CC=CC=C2)C(=S)N
• General Description: 1,1-Diphenyl-2-thiourea (also known as N,N-Diphenylthiourea) is a substituted thiourea derivative that participates in reactions with electrophilic compounds like 1,3-dibromopropyne and α-nitro-β-iodo(sulfanyl)ethenes. It reacts with 1,3-dibromopropyne to form thiazolidine derivatives, likely through intermediate bromoethynylmethylsulfides, and with α-nitro-β-iodo(sulfanyl)ethenes to yield either S- or N-substitution products, depending on reaction conditions. Its reactivity is influenced by structural and environmental factors, making it a versatile reagent in synthetic organic chemistry.

Technology Process of 1,1-Diphenyl-2-thiourea

There total 69 articles about 1,1-Diphenyl-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: 50.0%

diphenylamine (122-39-4) + thiourea (17356-08-0) → 1,1-diphenylthiourea (3898-08-6)

Guidance literature:

With choline chloride; tin(ll) chloride; at 130 ℃; for 8h; Green chemistry;

DOI:10.1039/d1nj01827b

Reference yield:

3-phenyl-4-phenylimino-[1,3]thiazetidin-2-one (95981-04-7) + ammonia (7664-41-7) → 1,1-diphenylthiourea (3898-08-6) + urea (57-13-6)

Guidance literature:

Reference yield:

ethanol (64-17-5) + phenyl isothiocyanate (103-72-0) → CYANAMID (420-04-2) + 1,1-diphenylthiourea (3898-08-6)

Guidance literature:

upstream raw materials:

propan-1-ol

1-(2-chloro-phenyl)-3-phenyl-thiourea

2,4-dimethyl-1,2,4-thiadiazolidine-3-thione-5-one

aniline

Downstream raw materials:

2-phenylimino-3-phenyl-4-isopropyl-2,3-dihydrothiazole

3-phenyl-2-phenylimino-[1,3]thiazinan-4-one

5-methyl-3-phenyl-2-(N-phenylimino)-1,3-thiazolidin-4-one

4-methyl-3-phenyl-2-phenylimino-thiazolidin-4-ol

Refernces

Reaction of thiourea and substituted thioureas with 1,3-dibromopropyne

10.1134/S1070363208100228

The study investigates the reaction of thiourea and various substituted thioureas with 1,3-dibromopropyne to synthesize different thiazolidine derivatives. The chemicals involved include thiourea, N-phenylthiourea, N,N'-diphenylthiourea, N-acetylthiourea, and 1,3-dibromopropyne. These reactants are used to produce 4-bromomethylidene-2-imino(phenylimino, acetylimino)-1,3-thiazolidine hydrobromides and 4-bromomethylidene-2-acetylimino-1,3-thiazolidine under different solvents and temperature conditions. The study explores the reaction mechanism, which likely involves the formation of intermediate bromoethynylmethylsulfides that cyclize into the final thiazolidine products. The products' structures are confirmed through elemental analysis and IR, 1H and 13C NMR spectroscopy data.

α-Nitro-β-iodo(sulfanyl)ethenes in reactions with N,S-binucleophiles

10.1134/S1070428009020134

This research investigates the reactions of α-nitro-β-iodo(sulfanyl)ethenes with N,S-binucleophiles, aiming to understand the behavior of these highly polarized compounds with nucleofugal substituents. The study focuses on compounds like 1-nitro-2-iodo(sulfanyl)ethenes and their reactions with binucleophiles such as thiourea, N,N'-diphenylthiourea, and 5-aminobenzothiazolyl-2-thiol. The findings reveal that the reactivity varies significantly depending on the specific structure and conditions. For instance, 2-iodo-1-nitro-ethenes react readily with thiourea and diphenylthiourea at room temperature, yielding S-substitution products, while less reactive sulfanylnitrostyrene requires heating and forms more stable N-substitution products with diphenylthiourea. The reactions with 5-aminobenzothiazolyl-2-thiol typically result in S-substitution products, but under basic conditions, N-substitution products are also observed. The study concludes that the presence of a second nucleofugal substituent in these nitroethenes significantly influences the reaction outcomes, leading to either S- or N-substitution products based on the nucleophile's structure and reaction conditions. The results provide valuable insights into the mechanisms and potential applications of these reactions in organic synthesis.