2-Amino-4-phenylthiazole

Base Information

• Chemical Name: 2-Amino-4-phenylthiazole
• CAS No.: 2010-06-2
• Molecular Formula: C9H8N2S
• Molecular Weight: 176.242
• Hs Code.: 29341000
• European Community (EC) Number: 217-926-8
• NSC Number: 2528
• UNII: WF2822RIUS
• DSSTox Substance ID: DTXSID4043804
• Nikkaji Number: J37.311G
• Wikidata: Q27292601
• ChEMBL ID: CHEMBL175296
• Mol file: 2010-06-2.mol

Synonyms:2-amino-4-phenylthiazole;phenthiazamine;phenthiazamine hydrochloride;phenthiazamine monohydrobromide;phenthiazamine monohydrochloride;phenthiazamine monomesylate;phenthiazamine monoperchlorate

Chemical Property of 2-Amino-4-phenylthiazole

Chemical Property:

• Vapor Pressure: 1.8E-05mmHg at 25°C
• Melting Point: 149-153 °C(lit.)
• Boiling Point: 363.4 °C at 760 mmHg
• PKA: 4.33±0.10(Predicted)
• Flash Point: 173.6 °C
• PSA: 67.15000
• Density: 1.261g/cm³
• LogP: 2.97350
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 176.04081944
• Heavy Atom Count: 12
• Complexity: 146

Purity/Quality:

99% ^*data from raw suppliers

4-Phenyl-2-thiazolamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn; Xi
• Hazard Codes: Xn,Xi,T
• Statements: 22-37/38-41-25
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CSC(=N2)N
• Description: 2-amino-4-phenyl Thiazole is a synthetic intermediate useful for pharmaceutical synthesis.

Technology Process of 2-Amino-4-phenylthiazole

There total 70 articles about 2-Amino-4-phenylthiazole 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: 99.3%

thiocarboxamide (115-08-2) + α-bromoacetophenone (70-11-1) → 2-Amino-4-phenylthiazole (2010-06-2)

Guidance literature:

In isopropyl alcohol; at 25 ℃; for 3h;

Reference yield: 97.0%

thiourea (17356-08-0) + acetophenone (98-86-2) → 2-Amino-4-phenylthiazole (2010-06-2)

Guidance literature:

With N-iodo-succinimide; In ethanol; at 20 ℃; for 1h; Reagent/catalyst; Solvent;

DOI:10.1016/j.molstruc.2017.05.004

Reference yield: 97.0%

1-chloroacetophenone (532-27-4,108321-66-0,164322-25-2) + thiourea (17356-08-0) → 2-Amino-4-phenylthiazole (2010-06-2)

Guidance literature:

In ethanol; at 140 ℃; for 0.1h; Temperature; Time; Microwave irradiation;

DOI:10.1021/op700187w

upstream raw materials:

ethanol

2-diazo-acetophenone

thiourea

acetophenone

Downstream raw materials:

N-(4-phenyl-thiazol-2-yl)-succinimide

nicotinic acid-(4-phenyl-thiazol-2-ylamide)

N-2-isonicotinoyl-4-phenyl-thiazol-2-amine

7-[(4-phenyl-thiazol-2-ylamino)-methyl]-quinolin-8-ol

Refernces

• 1、 Sadeghi, Masoud,Safari, Javad,Zarnegar, Zohre. "Synthesis of 2-aminothiazoles from methylcarbonyl compounds using a Fe3O4 nanoparticle-: N -halo reagent catalytic system". . p. 64749 - 64755. Retrieved 2016.
• 2、 Pahl, Maik,Mayer, Martin,Schneider, Maximilian,Belder, Detlev,Asmis, Knut R.. "Joining Microfluidics with Infrared Photodissociation: Online Monitoring of Isomeric Flow-Reaction Intermediates". . p. 3199 - 3203. Retrieved 2019.
• 3、 Ghorbani-Vaghei, Ramin,Alavinia, Sedigheh,Merati, Zohreh,Izadkhah, Vida. "MNPs@SiO2-Pr-AP: A new catalyst for the synthesis of 2-amino-4-aryl thiazole derivatives". . . Retrieved 2018.
• 4、 Meshram,Kumar, D. Aravind,Vara Prasad, B. Ramalinga. "Copper acetate-catalyzed, mild, highly efficient, and practical synthesis of thiazoles and aminothiazoles". . p. 2317 - 2320. Retrieved 2009.
• 5、 Safari, Javad,Sadeghi, Masoud. "Montmorillonite K10: an effective catalyst for synthesis of 2-aminothiazoles". . p. 8175 - 8183. Retrieved 2016.
• 6、 Behera,Sharma. "-". . p. 604,606. Retrieved 1979.
• 7、 Khrustalev,Suleimenova,Fazylov. "Synthesis of 2-amino-4-phenylthiazole under conditions of microwave irradiation". . p. 900 - 900. Retrieved 2008.
• 8、 Sahu, Supriya,Ghosh, Surajit K.,Ghoshal, Anirban,Kalita, Junmoni,Gahtori, Prashant,Bhattacharyya, Divya R.. "Microwave assisted synthesis, antimalarial screening and structure–activity-relationship exploration of some phenylthiazolyl-triazine derivatives against dihydrofolate reductase". . p. 2916 - 2923. Retrieved 2016.
• 9、 Au-Alvarez, Oscar,Peterson, Ronald C.,Acosta Crespo, Alexis,Rodriguez Esteva, Yolanda,Marquez Alvarez, Heidy,Plutin Stiven, Ana M.,Pomes Hernandez, Ramon. "2-Amino-4-phenylthiazole". . p. 821 - 823. Retrieved 1999.
• 10、 Gorji, Samareh,Ghorbani-Vaghei, Ramin,Alavinia, Sedigheh. "Sodium alginate: Biopolymeric catalyst for the synthesis of 2-amino-4-arylthiazole derivatives in aqueous medium". . . Retrieved 2021.