Benzothiazole-2-acetonitrile

Base Information

• Chemical Name: Benzothiazole-2-acetonitrile
• CAS No.: 56278-50-3
• Molecular Formula: C9H6N2S
• Molecular Weight: 174.226
• Hs Code.: 2934999090
• European Community (EC) Number: 925-822-5,627-570-9
• NSC Number: 379416
• DSSTox Substance ID: DTXSID00321646
• Nikkaji Number: J267.363K
• Wikidata: Q72445660
• ChEMBL ID: CHEMBL5079209
• Mol file: 56278-50-3.mol

Synonyms:56278-50-3;Benzothiazole-2-acetonitrile;2-(benzo[d]thiazol-2-yl)acetonitrile;2-Benzothiazoleacetonitrile;2-(1,3-benzothiazol-2-yl)acetonitrile;Benzothiazole-2-yl-acetonitrile;1,3-Benzothiazol-2-ylacetonitrile;MFCD00051633;Benzothiazol-2-ylacetonitrile;2-Cyanomethyl-1,3-benzothiazole;2-(Benzothiazol-2-yl)acetonitrile;NSC379416;2-cyanomethylbenzothiazole;Maybridge1_003801;2-cyanomethyl-benzthiazole;2-Benzothioazoleacetonitrile;SCHEMBL76564;benzothiazol-2-yl-acetonitrile;SCHEMBL2520974;YSZC1130;2-(benzothiazolyl)-acetonitrile;CHEMBL5079209;HMS552E17;ZMZSYUSDGRJZNT-UHFFFAOYSA-;DTXSID00321646;2-Benzothiazoleacetonitrile, 98%;1,3-benzothiazol-2yl-acetonitrile;AMY23210;BCP21425;CS-M0204;1,3-benzothiazol-2-yl-acetonitrile;STK318007;(1,3-benzothiazol-2-yl)acetonitrile;1,3-Benzothiazol-2-ylacetonitrile #;AKOS000265902;FS-2251;NSC 379416;NSC-379416;SDCCGMLS-0066103.P001;BB 0218398;FT-0622730;EN300-01336;SR-01000532980;METHYL2-AMINO-3-(4-HYDROXYPHENYL)PROPANOATE;SR-01000532980-1;Z56935286;F1673-3350

Chemical Property of Benzothiazole-2-acetonitrile

Chemical Property:

• Melting Point: 98-101 °C(lit.)
• Boiling Point: 329.6 °C at 760 mmHg
• PKA: 0.10±0.10(Predicted)
• Flash Point: 153.1 °C
• PSA: 64.92000
• Density: 1.315 g/cm³
• LogP: 2.36238
• Storage Temp.: 2-8°C
• Water Solubility.: Slightly soluble in water.
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 174.02516937
• Heavy Atom Count: 12
• Complexity: 208

Purity/Quality:

97% ^*data from raw suppliers

1,3-Benzothiazol-2-ylacetonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)N=C(S2)CC#N
• Uses: 2-Benzothiazoleacetonitrile is used in Organic Synthesis, Pharmaceuticals, Agrochemicals and Dye stuffs. 2-Benzothiazoleacetonitrile may be used for the preparation of 3-aryl-1-[(E)-cyanomethylidene]-1H-pyrido[2,1-b]benzothiazole-4-carbonitriles, via reaction with with 6-aryl-4-methylsulfanyl-2-oxo-2H-pyran-3-carbonitrile. It may be employed in the preparation of pyrrolones, which can be used for the synthesis of 1-acyl-3-aryl-3H-pyrrolo[2′,3′:4,5]pyrimido[6,1-b]benzothiazol-6-ium-2-olates.

Technology Process of Benzothiazole-2-acetonitrile

There total 3 articles about Benzothiazole-2-acetonitrile 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: 92.0%

Cyanothioacetamide (7357-70-2) + 2-iodophenylamine (615-43-0) → 2-cyanomethylbenzothiazole (56278-50-3)

Guidance literature:

With calcium oxide; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; 1,1'-bis-(diphenylphosphino)ferrocene; In acetonitrile; at 60 ℃; for 1h;

DOI:10.1246/cl.1987.839

Reference yield: 75.0%

Cyanothioacetamide (7357-70-2) + 2-amino-benzenethiol (137-07-5) → 2-cyanomethylbenzothiazole (56278-50-3)

Guidance literature:

With hydrogenchloride; In ethylene glycol; Heating;

DOI:10.1080/00397919608003762

Reference yield:

C20H11N3O3S → 2-cyanomethylbenzothiazole (56278-50-3) + 5-(4-nitrophenyl)-2-furaldehyde (7147-77-5)

Guidance literature:

With sodium hypochlorite; In dimethylsulfoxide-d6;

DOI:10.1002/bio.4063

upstream raw materials:

Cyanothioacetamide

2-iodophenylamine

2-amino-benzenethiol

Downstream raw materials:

2-(1,3-benzothiazol-2-yl)-1-(2,4-dihydroxyphenyl)ethanone

1-Amino-3-phenyl-3H-pyrido<2,1-b>benzothiazol-2,4-dicarbonitrile

4-Imino-2-phenyl-4H-9-thia-4a-aza-fluorene-1,3-dicarbonitrile

1-Amino-3-(4-methylphenyl)-3H-pyrido<2,1-b>benzothiazol-2,4-dicarbonitrile