3-(3-oxo-2,3-dihydro-4H-1,4-benzothiazin-4-yl)propanoic acid

Base Information

• Chemical Name: 3-(3-oxo-2,3-dihydro-4H-1,4-benzothiazin-4-yl)propanoic acid
• CAS No.: 37012-79-6
• Molecular Formula: C11H11 N O3 S
• Molecular Weight: 237.279
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID20407138
• Wikidata: Q82212378
• Mol file: 37012-79-6.mol

Synonyms:37012-79-6;3-(3-oxo-2,3-dihydro-4H-1,4-benzothiazin-4-yl)propanoic acid;3-(3-oxo-1,4-benzothiazin-4-yl)propanoic acid;3-(3-Oxo-2H-benzo[b][1,4]thiazin-4(3H)-yl)propanoic acid;3-(3-oxo-3,4-dihydro-2H-1,4-benzothiazin-4-yl)propanoic acid;SCHEMBL7269755;DTXSID20407138;HMS1746K21;AKOS022326591;CS-0234031;EN300-13808;AB00734542-01;SR-01000071141;SR-01000071141-1;Z94598708;3-(3-Oxo-2H-benzo[b][1,4]thiazin-4(3H)-yl)propanoicacid;3-(3-OXO-2,3-DIHYDRO-4H-1,4-BENZOTHIAZIN-4-YL)PROPANOICACID

Chemical Property of 3-(3-oxo-2,3-dihydro-4H-1,4-benzothiazin-4-yl)propanoic acid

Chemical Property:

• Vapor Pressure: 2.14E-12mmHg at 25°C
• Boiling Point: 537.7°Cat760mmHg
• Flash Point: 279°C
• PSA: 82.91000
• Density: 1.379g/cm³
• LogP: 1.66500
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 237.04596439
• Heavy Atom Count: 16
• Complexity: 295

Purity/Quality:

95% ^*data from raw suppliers

3-(3-OXO-2,3-DIHYDRO-4H-1,4-BENZOTHIAZIN-4-YL)PROPANOIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(=O)N(C2=CC=CC=C2S1)CCC(=O)O

Technology Process of 3-(3-oxo-2,3-dihydro-4H-1,4-benzothiazin-4-yl)propanoic acid

There total 5 articles about 3-(3-oxo-2,3-dihydro-4H-1,4-benzothiazin-4-yl)propanoic acid 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%

3-(3-oxo-2,3-dihydro-benzo[1,4]thiazin-4-yl)-propionic acid methyl ester (134997-77-6) → 3-(3-oxo-2H-benzo[b][1,4]thiazin-4(3H)-yl)propanoic acid (37012-79-6)

Guidance literature:

With potassium hydroxide; In ethanol; for 0.166667h; Heating;

DOI:10.1023/B:COHC.0000003531.28525.85

Reference yield: 75.6%

ethyl 3-(3-oxo-2H-benzo[b][1,4]thiazin-4(3H)-yl)propanoate → 3-(3-oxo-2H-benzo[b][1,4]thiazin-4(3H)-yl)propanoic acid (37012-79-6)

Guidance literature:

With potassium hydroxide; In ethanol; for 1h; Reflux;

DOI:10.1016/j.bmcl.2016.10.071

Reference yield:

2H-1,4-benzothiazin-3-one (5325-20-2) → 3-(3-oxo-2H-benzo[b][1,4]thiazin-4(3H)-yl)propanoic acid (37012-79-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / NaNH₂ / dimethylformamide / 0.75 h / 28 - 30 °C

2: 83 percent / KOH / ethanol / 0.17 h / Heating

With potassium hydroxide; sodium amide; In ethanol; N,N-dimethyl-formamide; 1: Michael addition;

DOI:10.1023/B:COHC.0000003531.28525.85

upstream raw materials:

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

β-Propiolactone

3-(3-oxo-2,3-dihydro-benzo[1,4]thiazin-4-yl)-propionic acid methyl ester

2-amino-benzenethiol