3-(Benzothiazol-2-yl)-7-(diethylamino)-2-oxo-2H-1-benzopyran-4-carbonitrile

Base Information

• Chemical Name: 3-(Benzothiazol-2-yl)-7-(diethylamino)-2-oxo-2H-1-benzopyran-4-carbonitrile
• CAS No.: 70546-25-7
• Molecular Formula: C21H17 N3 O2 S
• Molecular Weight: 375.451
• European Community (EC) Number: 274-668-9
• DSSTox Substance ID: DTXSID00887252
• Nikkaji Number: J288.947A
• Wikidata: Q27123255
• Metabolomics Workbench ID: 58110
• ChEMBL ID: CHEMBL213022
• Mol file: 70546-25-7.mol

Synonyms:70546-25-7;3-(Benzothiazol-2-yl)-7-(diethylamino)-2-oxo-2H-1-benzopyran-4-carbonitrile;Macrolex Fluorescence Red G;2H-1-Benzopyran-4-carbonitrile, 3-(2-benzothiazolyl)-7-(diethylamino)-2-oxo-;EINECS 274-668-9;3-(1,3-benzothiazol-2-yl)-7-(diethylamino)-2-oxo-2H-chromene-4-carbonitrile;CHEBI:52119;3-(1,3-benzothiazol-2-yl)-7-(diethylamino)-2-oxochromene-4-carbonitrile;C21H17N3O2S;CHEMBL213022;SCHEMBL7769368;DTXSID00887252;C21-H17-N3-O2-S;W-111421;Q27123255;3-(Benzo[d]thiazol-2-yl)-7-(diethylamino)-2-oxo-2H-chromene-4-carbonitrile

Chemical Property of 3-(Benzothiazol-2-yl)-7-(diethylamino)-2-oxo-2H-1-benzopyran-4-carbonitrile

Chemical Property:

• Vapor Pressure: 2.17E-13mmHg at 25°C
• Boiling Point: 578.7°C at 760 mmHg
• Flash Point: 303.8°C
• PSA: 98.37000
• Density: 1.37g/cm³
• LogP: 4.78758
• Water Solubility.: 3μg/L at 20℃
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 375.10414797
• Heavy Atom Count: 27
• Complexity: 666

Purity/Quality:

99.9% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN(CC)C1=CC2=C(C=C1)C(=C(C(=O)O2)C3=NC4=CC=CC=C4S3)C#N

Technology Process of 3-(Benzothiazol-2-yl)-7-(diethylamino)-2-oxo-2H-1-benzopyran-4-carbonitrile

There total 5 articles about 3-(Benzothiazol-2-yl)-7-(diethylamino)-2-oxo-2H-1-benzopyran-4-carbonitrile 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: 79.0%

Coumarin 6 (38215-36-0) + sodium cyanide (143-33-9,25596-52-5) → 3-benzothiazol-2-yl-7-diethylamino-2-oxo-2H-chromene-4-carbonitrile (70546-25-7)

Guidance literature:

With lead(IV) acetate; In dimethyl sulfoxide; at 40 ℃; for 2h;

DOI:10.1016/j.bmcl.2006.06.007

Reference yield: 70.0%

Coumarin 6 (38215-36-0) + sodium cyanide (773837-37-9) → 3-benzothiazol-2-yl-7-diethylamino-2-oxo-2H-chromene-4-carbonitrile (70546-25-7)

Guidance literature:

Coumarin 6; sodium cyanide; In dimethyl sulfoxide; at 20 ℃; for 2h;

With lead(IV) tetraacetate; In dimethyl sulfoxide; at 20 ℃; for 1h;

DOI:10.1016/j.bmc.2011.03.010

Reference yield:

ethyl 2-(2-benzothiazolyl)acetate (29182-42-1) → 3-benzothiazol-2-yl-7-diethylamino-2-oxo-2H-chromene-4-carbonitrile (70546-25-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / piperidine / ethanol / 12 h / 50 °C

2: 79 percent / lead tetraacetate / dimethylsulfoxide / 2 h / 40 °C

With piperidine; lead(IV) acetate; In ethanol; dimethyl sulfoxide;

DOI:10.1016/j.bmcl.2006.06.007

upstream raw materials:

Coumarin 6

sodium cyanide

ethyl 2-(2-benzothiazolyl)acetate

4-(Diethylamino)salicylaldehyde

Downstream raw materials:

3-benzothiazol-2-yl-7-diethylamino-4-(1H-tetrazol-5-yl)-chromen-2-one