2H-1,3-Benzothiazine-2,4(3H)-dione

Base Information

• Chemical Name: 2H-1,3-Benzothiazine-2,4(3H)-dione
• CAS No.: 10512-65-9
• Molecular Formula: C8H5NO2S
• Molecular Weight: 179.199
• DSSTox Substance ID: DTXSID90393079
• Nikkaji Number: J610.175E
• Wikidata: Q82191699
• Mol file: 10512-65-9.mol

Synonyms:10512-65-9;2H-1,3-Benzothiazine-2,4(3H)-dione;1,3-benzothiazine-2,4-dione;3,4-dihydro-2H-1,3-benzothiazine-2,4-dione;2H-Benzo[e][1,3]thiazine-2,4(3H)-dione;4-hydroxy-2H-1,3-benzothiazin-2-one;SCHEMBL8762718;DTXSID90393079;STL281633;AKOS002238329;AKOS003170624;CCG-322906;2H-1,3-benzothiazin-2,4(3H)-dione;3h-benzo[e][1,3]thiazine-2,4-dione;CS-0067861;2,3-Dihydro-4H-1,3-benzothiazine-2,4-dione;D73547;EN300-131351;Z1649390235

Chemical Property of 2H-1,3-Benzothiazine-2,4(3H)-dione

Chemical Property:

• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 179.00409958
• Heavy Atom Count: 12
• Complexity: 229

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=O)NC(=O)S2

Technology Process of 2H-1,3-Benzothiazine-2,4(3H)-dione

There total 16 articles about 2H-1,3-Benzothiazine-2,4(3H)-dione 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: 83.0%

1-(4-oxo-4H-benzo[e][1,3]thiazin-2-yl)guanidine → 4H-2,3-dihydro-1,3-benzothiazine-2,4-dione (10512-65-9)

Guidance literature:

With hydrogenchloride; water; at 100 ℃; for 2h;

DOI:10.1007/s10593-015-1709-2

Reference yield:

Benzo[e][1,3]thiazine-2,4-diylidenediamine (132629-64-2) → 4H-2,3-dihydro-1,3-benzothiazine-2,4-dione (10512-65-9)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; N,N-dimethyl-formamide; at 80 ℃; for 2h; Yield given;

Reference yield:

2-iodobenzonitrile (4387-36-4) → 4H-2,3-dihydro-1,3-benzothiazine-2,4-dione (10512-65-9)

Guidance literature:

Multi-step reaction with 2 steps

1: (PEt₃)2NiCl₂, NaBH₃CN / tetrahydrofuran; dimethylformamide / 20 h / 60 °C

2: 6N HCl / tetrahydrofuran; dimethylformamide / 2 h / 80 °C

With hydrogenchloride; bis(triethylphosphine)nickel(II) chloride; sodium cyanoborohydride; In tetrahydrofuran; N,N-dimethyl-formamide;

upstream raw materials:

4H-2,3-dihydro-2-imino-1,3-benzothiazin-4-one

(4-oxo-4H-benzo[e][1,3]thiazin-2-yl)-guanidine

3,3'-bis-(4-oxo-4H-benzo[e][1,3]thiazin-2-yl)-1,1'-hexane-1,6-diyl-bis-urea

2-Thiocyanatobenzoyl chloride

Downstream raw materials:

3-Dimethylaminoethyl-3,4-dihydro-1,3-benzothiazine-2,4-dione hydrochloride

3-(3-Dimethylamino-propyl)-benzo[e][1,3]thiazine-2,4-dione; hydrochloride

3-benzylbenzothiazine-2,4-dione

3-(2-oxo-2-phenylethyl)-3H-benzo[e][1,3]thiazine-2,4-dione