Benzothiazole-2-acetonitrile Chemical Properties

Melting point:

98-101 °C (lit.)

Boiling point:

329.6±25.0 °C(Predicted)

Density 

1.315±0.06 g/cm3(Predicted)

storage temp. 

2-8°C

pka

0.10±0.10(Predicted)

form 

solid

color 

Yellow

Water Solubility 

Slightly soluble in water.

BRN 

128460

InChI

InChI=1S/C9H6N2S/c10-6-5-9-11-7-3-1-2-4-8(7)12-9/h1-4H,5H2

InChIKey

ZMZSYUSDGRJZNT-UHFFFAOYSA-N

SMILES

S1C2=CC=CC=C2N=C1CC#N

CAS DataBase Reference

56278-50-3(CAS DataBase Reference)

NIST Chemistry Reference

2-Cyanomethyl-1,3-benzothiazole(56278-50-3)

Safety Information

Hazard Codes 

Xn

Risk Statements 

20/21/22-36/37/38

Safety Statements 

26-36-36/37/39

RIDADR 

3439

WGK Germany 

3

Hazard Note 

Harmful

HazardClass 

6.1

PackingGroup 

III

HS Code 

2934208090

MSDS

• Language:English Provider:Benzothiazole-2-acetonitrile
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

Benzothiazole-2-acetonitrile Usage And Synthesis

Uses

2-Benzothiazoleacetonitrile is used in Organic Synthesis, Pharmaceuticals, Agrochemicals and Dye stuffs.

Uses

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.

Production Methods

Benzothiazole-2-acetonitrile is produced by the reaction of 1- amino-2-mercaptobenzene (o-aminothiophenol) with the monoiminoether hydrochloride of malononitrile and is used as a condensation component for methine dyes.

References

[1] European Journal of Medicinal Chemistry, 2017, vol. 136, p. 270 - 282
[2] Archiv der Pharmazie (Weinheim, Germany), 1988, vol. 321, p. 509 - 512
[3] Journal of the Chinese Chemical Society, 2010, vol. 57, # 2, p. 213 - 221
[4] European Journal of Medicinal Chemistry, 2011, vol. 46, # 9, p. 4025 - 4034
[5] Dalton Transactions, 2014, vol. 43, # 14, p. 5595 - 5602

Benzothiazole-2-acetonitrile(56278-50-3)Related Product Information

• 2,2'-Dithiobis(benzothiazole)
• 2-Mercaptobenzothiazole
• Benzothiazole
• Iminodiacetonitrile
• Benzo[b]thien-2-ylboronic acid
• BENZOFURAN-3-BORONIC ACID
• Benzomorpholine
• METHYL BENZO[B]THIOPHENE-2-CARBOXYLATE
• (1H-BENZOIMIDAZOL-2-YL)-ACETIC ACID
• 2-(Benzofuran-2-yl)-6-methyl-1,3,6,2-dioxazaborocane-4,8-dione, 2-Benzofuranboronic acid MIDA ester
• Benzimidazole-5,6-dicarboxylic acid
• 2-Aminobenzo[b]thiophene
• 5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)benzo[d]thiazole
• acetonitrile
• Benzeneacetonitrile
• Acetonitrile
• (2E)-2-(1,3-BENZOTHIAZOL-2-YL)-3-[4-(DIMETHYLAMINO)PHENYL]ACRYLONITRILE
• Benzothiazole-2-acetonitrile