2H-1,3-Thiazine-2,4(3H)-dione, dihydro-3-phenyl-

Base Information

• Chemical Name: 2H-1,3-Thiazine-2,4(3H)-dione, dihydro-3-phenyl-
• CAS No.: 880-84-2
• Molecular Formula: C10H9NO2S
• Molecular Weight: 207.253
• NSC Number: 349233
• UNII: LMT33XLU5N
• DSSTox Substance ID: DTXSID50236756
• Wikidata: Q83118796
• Mol file: 880-84-2.mol

Synonyms:880-84-2;2H-1,3-Thiazine-2,4(3H)-dione, dihydro-3-phenyl-;NSC349233;LMT33XLU5N;NSC-349233;Dihydro-3-phenyl-2H-1,3-thiazine-2,4(3H)-dione;3-Phenyl-1,3-thiazinane-2,4-dione;NSC 349233;BRN 0169686;3-Phenyldihydro-2H-1,3-thiazine-2,4(3H)-dione;3-Phenyl-2,4-dioxo-tetrahydro-1,3-thiazin [German];UNII-LMT33XLU5N;3-Phenyl-2,4-dioxo-tetrahydro-1,3-thiazin;0-27-00-00248 (Beilstein Handbook Reference);SCHEMBL10585834;DTXSID50236756

Chemical Property of 2H-1,3-Thiazine-2,4(3H)-dione, dihydro-3-phenyl-

Chemical Property:

• Vapor Pressure: 7.07E-05mmHg at 25°C
• Boiling Point: 343.4°Cat760mmHg
• Flash Point: 161.5°C
• Density: 1.344g/cm³
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 207.03539970
• Heavy Atom Count: 14
• Complexity: 249

Purity/Quality:

90%,98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CSC(=O)N(C1=O)C2=CC=CC=C2

Technology Process of 2H-1,3-Thiazine-2,4(3H)-dione, dihydro-3-phenyl-

There total 12 articles about 2H-1,3-Thiazine-2,4(3H)-dione, dihydro-3-phenyl- 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: 54.0%

3-(Phenyl-carbamoylmercapto)-propionsaeure (54819-78-2) → 5,6-Dihydro-3-phenyl-2H-1,3-thiazin-2,4(3H)-dion (880-84-2)

Guidance literature:

With phosphorus pentoxide; toluene-4-sulfonic acid; In toluene; for 1h; Heating;

DOI:10.1002/ardp.19813140407

Reference yield: 48.0%

3-Phenyl-4-oxo-2-thioxo-tetrahydro-1,3-thiazin (4094-46-6) → 5,6-Dihydro-3-phenyl-2H-1,3-thiazin-2,4(3H)-dion (880-84-2)

Guidance literature:

With hydrogenchloride; sodium nitrite; In acetic acid; 1.) 20 deg C, 30 min, 2.) 100 deg C, 30 min;

DOI:10.1002/ardp.19863190608

Reference yield:

N-Phenyl-S-2-carboxyethyl-isothioharnstoff (63743-38-4) → 5,6-Dihydro-3-phenyl-2H-1,3-thiazin-2,4(3H)-dion (880-84-2)

Guidance literature:

Multi-step reaction with 3 steps

1: NaNO₂, aq. HCl / -5 °C

2: toluene / 0.5 h / 60 °C

3: 54 percent / P₂O₅, p-toluenesulfonic acid / toluene / 1 h / Heating

With hydrogenchloride; phosphorus pentoxide; toluene-4-sulfonic acid; sodium nitrite; In toluene;

DOI:10.1002/ardp.19813140407

upstream raw materials:

3-iodopropanoic acid

O-ethyl-N-phenylthiocarbamate

β-Propiolactone

3-Phenyl-4-oxo-2-thioxo-tetrahydro-1,3-thiazin

Downstream raw materials:

3-mercaptopropionic acid ethyl ester

fenuron

5,6-Dihydro-3-phenyl-2H-1,3-thiazin-2,4(3H)-dion-1,1-dioxid

5,6-Dihydro-3-phenyl-2H-1,3-thiazin-2,4(3H)-dion-1-oxid

Refernces

• 1、 Hanefeld,Gunes. "1,3-Thiazines, XXXIII; oxidations of carbamothioates, VII: Oxidative desulfurisation of carbamodithioates by nitrous and nitric acid". . p. 521 - 527. Retrieved 2007/10/02.
• 2、 Hanefeld. "Cyclization reactions of N-monosubstituted thioreas with 1,3-reactive derivatives of propionic acid (author's transl)". . p. 273 - 285. Retrieved 2007/10/04.