2(3H)-Thiazolethione, 3-hydroxy-4-(4-methylphenyl)-

Base Information

• Chemical Name: 2(3H)-Thiazolethione, 3-hydroxy-4-(4-methylphenyl)-
• CAS No.: 220222-19-5
• Molecular Formula: C10H9NOS2
• Molecular Weight: 223.32
• DSSTox Substance ID: DTXSID60441435
• Nikkaji Number: J1.064.623E
• Wikidata: Q82258200
• Mol file: 220222-19-5.mol

Synonyms:2(3H)-Thiazolethione, 3-hydroxy-4-(4-methylphenyl)-;220222-19-5;DTXSID60441435;3-Hydroxy-4-p-tolyl-4-thiazoline-2-thione

Chemical Property of 2(3H)-Thiazolethione, 3-hydroxy-4-(4-methylphenyl)-

Chemical Property:

• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 223.01255626
• Heavy Atom Count: 14
• Complexity: 269

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C2=CSC(=S)N2O

Technology Process of 2(3H)-Thiazolethione, 3-hydroxy-4-(4-methylphenyl)-

There total 4 articles about 2(3H)-Thiazolethione, 3-hydroxy-4-(4-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: 74.0%

O-ethyl S-<2-(p-methylphenyl)ethyl-2-oximino> dithiocarbonate (220222-20-8) → N-hydroxy-4-(p-methylphenyl)thiazole-2(3H)-thione (220222-19-5)

Guidance literature:

With zinc(II) chloride; In diethyl ether; at 20 ℃; for 14h;

DOI:10.1002/(sici)1099-0690(199901)1999:1<97::aid-ejoc97>3.0.co;2-k DOI:10.1002/(SICI)1099-0690(199906)1999:6<1275::AID-EJOC1275>3.0.CO;2-2

Reference yield:

2-bromo-1-(p-tolyl)ethane-1-one oxime (14181-74-9) → N-hydroxy-4-(p-methylphenyl)thiazole-2(3H)-thione (220222-19-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / acetone / 4 h / 20 °C

2: 74 percent / ZnCl₂ / diethyl ether / 14 h / 20 °C

With zinc(II) chloride; In diethyl ether; acetone;

DOI:10.1002/(SICI)1099-0690(199906)1999:6<1275::AID-EJOC1275>3.0.CO;2-2

Reference yield:

4-(bromoacetyl)toluene (619-41-0) → N-hydroxy-4-(p-methylphenyl)thiazole-2(3H)-thione (220222-19-5)

Guidance literature:

Multi-step reaction with 3 steps

1: hydroxylamine hydrochloride / ethanol; water / 24 h / 20 °C

2: acetone / 3.5 h / 20 °C

3: zinc(II) chloride / diethyl ether / 48 h / 0 - 20 °C

With hydroxylamine hydrochloride; zinc(II) chloride; In diethyl ether; ethanol; water; acetone;

DOI:10.15227/orgsyn.079.0228

upstream raw materials:

O-ethyl S-<2-(p-methylphenyl)ethyl-2-oximino> dithiocarbonate

2-bromo-1-(p-tolyl)ethane-1-one oxime

4-(bromoacetyl)toluene

para-methylacetophenone

Downstream raw materials:

3-Isopropoxy-4-p-tolyl-3H-thiazole-2-thione