2-Hydrazino-4-phenylthiazole

Base Information

• Chemical Name: 2-Hydrazino-4-phenylthiazole
• CAS No.: 34176-52-8
• Molecular Formula: C9H9 N3 S
• Molecular Weight: 191.257
• Hs Code.: 2934100090
• European Community (EC) Number: 626-801-0
• NSC Number: 153290
• UNII: V93UR7ZO5R
• DSSTox Substance ID: DTXSID8020707
• Nikkaji Number: J580.650J
• Wikidata: Q27181172
• ChEMBL ID: CHEMBL82154
• Mol file: 34176-52-8.mol

Synonyms:4-phenylthiazolone-(2)-hydrazone

Chemical Property of 2-Hydrazino-4-phenylthiazole

Chemical Property:

• Vapor Pressure: 4.27E-06mmHg at 25°C
• Melting Point: 163-167 °C
• Boiling Point: 383.8°Cat760mmHg
• Flash Point: 185.9°C
• PSA: 79.18000
• Density: 1.327g/cm³
• LogP: 2.86900
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 191.05171847
• Heavy Atom Count: 13
• Complexity: 159

Purity/Quality:

98%,99%, ^*data from raw suppliers

(4-Phenyl-thiazol-2-yl)hydrazine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22-36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CSC(=N2)NN

Technology Process of 2-Hydrazino-4-phenylthiazole

There total 19 articles about 2-Hydrazino-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: 95.0%

thiosemicarbazide (79-19-6) + α-bromoacetophenone (70-11-1) → 2-hydrazino-4-phenylthiazole (34176-52-8) + 5-phenyl-6H-1,3,4-thiadiazine-2-amine (55185-77-8)

Guidance literature:

With hydrogen bromide; for 1h; Yields of byproduct given; Heating;

DOI:10.1007/BF00472523

Reference yield: 85.0%

2-phenoxy-4-phenylthiazole → 2-hydrazino-4-phenylthiazole (34176-52-8)

Guidance literature:

With hydrazine; In dimethyl sulfoxide; at 100 ℃; for 12h; Solvent; Inert atmosphere; Schlenk technique;

DOI:10.1002/ejoc.201402129

Reference yield: 75.0%

2-(1-(5-methyl-1-(p-tolyl)-1H-1,2,3-triazol-4-yl)ethylidene)hydrazinecarbothioamide (1516632-10-2) + α-bromoacetophenone (70-11-1) → 2-hydrazino-4-phenylthiazole (34176-52-8)

Guidance literature:

In ethanol; for 14h; Reflux;

DOI:10.3390/molecules22020268

upstream raw materials:

2-chloro-4-phenylthiazole

2-<2-(3,4-diossimetilenebenzoil)>idrazino-4-feniltiazolo

2-<2-(3,4,5-trimetossibenzoil)>idrazino-4-feniltiazolo

2-bromo-1-phenylethylidenemalononitrile

Downstream raw materials:

5-methyl-thiazole-2-carbaldehyde-(4-phenyl-thiazol-2-ylhydrazone)

alloxan-5-(4-phenyl-thiazol-2-ylhydrazone)

5‐methyl‐2‐(4‐phenylthiazol‐2‐yl)‐1,2‐dihydro‐3H‐pyrazol‐3‐one

(E)-2-(2-(4-nitrobenzylidene)hydrazinyl)-4-phenylthiazole

Refernces

• 1、 Sujatha, Kodam,Vedula, Rajeswar Rao. "Novel one-pot expeditious synthesis of 2,4-disubstituted thiazoles through a three-component reaction under solvent free conditions". . p. 302 - 308. Retrieved 2018/02/09.
• 2、 Song, Wenlin,Li, Shiliang,Tong, Yi,Wang, Jiawei,Quan, Lina,Chen, Zhuo,Zhao, Zhenjiang,Xu, Yufang,Zhu, Lili,Qian, Xuhong,Li, Honglin. "Structure-based design of potent human dihydroorotate dehydrogenase inhibitors as anticancer agents". supporting information. p. 1441 - 1448. Retrieved 2016/07/21.