Ethyl 4-thioureidobenzoate

Base Information

• Chemical Name: Ethyl 4-thioureidobenzoate
• CAS No.: 23051-16-3
• Molecular Formula: C10H12 N2 O2 S
• Molecular Weight: 224.283
• Hs Code.: 2930909090
• European Community (EC) Number: 674-205-4
• NSC Number: 254684
• DSSTox Substance ID: DTXSID50384589
• Mol file: 23051-16-3.mol

Synonyms:Ethyl 4-thioureidobenzoate;23051-16-3;1-(4-Ethoxycarbonylphenyl)-2-thiourea;ethyl 4-(carbamothioylamino)benzoate;Benzoic acid, 4-[(aminothioxomethyl)amino]-, ethyl ester;Ethyl 4-[(aminocarbonothioyl)amino]benzoate;Ethyl4-thioureidobenzoate;Ethyl 4-[(aminothioxomethyl)amino]benzoate;Maybridge1_003725;SCHEMBL1615839;HMS552B07;DTXSID50384589;ZJGHEUYKWKTKCH-UHFFFAOYSA-N;YAA05116;MFCD00060458;NSC254684;AKOS000369704;CCG-240345;NSC-254684;1-(4-Ethoxy carbonylphenyl)-2-thiourea;AS-70261;GK 03261;CS-0116700;FT-0682087;D95674;A816526;1-(4-ethoxycarbonylphenyl)-2-thiourea, AldrichCPR;2-CARBETHOXY-5,7-DIHYDROXY-4-METHOXYISOFLAVONE;Benzoic acid,4-[(aminothioxomethyl)amino]-,ethyl ester

Chemical Property of Ethyl 4-thioureidobenzoate

Chemical Property:

• Vapor Pressure: 2.14E-05mmHg at 25°C
• Melting Point: 157-159°C
• Boiling Point: 361°Cat760mmHg
• PKA: 12.51±0.70(Predicted)
• Flash Point: 172.1°C
• PSA: 96.44000
• Density: 1.304g/cm³
• LogP: 2.29210
• XLogP3: 2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 224.06194880
• Heavy Atom Count: 15
• Complexity: 238

Purity/Quality:

98%min ^*data from raw suppliers

Ethyl4-Thioureidobenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-43
• Safety Statements: 26-36/37/39-36/37

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Ethyl 4-thioureidobenzoate

There total 8 articles about Ethyl 4-thioureidobenzoate 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: 38.0%

ammonium thiocyanate (1147550-11-5) + benzocaine hydrochloride (23239-88-5) → 4-thioureidobenzoic acid ethyl ester (23051-16-3)

Guidance literature:

With sodium hydrogensulfite; In water; at 80 - 90 ℃; for 1.5h;

DOI:10.1016/S0040-4020(01)01106-1

Reference yield:

p-aminoethylbenzoate (94-09-7) → 4-thioureidobenzoic acid ethyl ester (23051-16-3)

Guidance literature:

Multi-step reaction with 2 steps

1: acetone / Ambient temperature

2: 2.0 N aq. NaOH / tetrahydrofuran / 3 h / Heating

With sodium hydroxide; In tetrahydrofuran; acetone;

DOI:10.1021/jm960785c

Reference yield:

ethyl 4-(3-benzoylthioureido)benzoate (69165-46-4) → 4-thioureidobenzoic acid ethyl ester (23051-16-3)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; for 3h; Heating;

DOI:10.1021/jm960785c

upstream raw materials:

4-ethoxycarbonylphenyl isothiocyanate

ammonium thiocyanate

p-aminoethylbenzoate

ethyl 4-(3-benzoylthioureido)benzoate

Downstream raw materials:

ethyl 4-((4-(4-nitrophenyl)-2-thiazolyl)amino)benzoate hydrobromide

4-(4-ethylthiazol-2-ylamino)-benzoic acid ethyl ester

ethyl 4-(4-(imidazo[1,2-a]pyridin-3-yl)-5-methylthiazol-2-ylamino)benzoate

ethyl 4-(4-(7-methoxy-2-methyl-imidazo[1,2-a]pyridin-3-yl)thiazol-2-ylamino)benzoate

Refernces

• 1、 Zhou, Hongyu,Wu, Shuhong,Zhai, Shumei,Liu, Aifeng,Sun, Ying,Li, Rongshi,Zhang, Ying,Ekins, Sean,Swaan, Peter W.,Fang, Bingliang,Zhang, Bin,Yan, Bing. "Design, synthesis, cytoselective toxicity, structure-activity relationships, and pharmacophore of thiazolidinone derivatives targeting drug-resistant lung cancer cells". . p. 1242 - 1251. Retrieved 2008/12/23.
• 2、 Shearer, Barry G.,Lee, Shuliang,Oplinger, Jeffrey A.,Frick, Lloyd W.,Garvey, Edward P.,Furfine, Eric S.. "Substituted N-phenylisothioureas: Potent inhibitors of human nitric oxide synthase with neuronal isoform selectivity". . p. 1901 - 1905. Retrieved 2007/10/03.