6-Benzothiazolol(7CI,8CI,9CI) Chemical Properties

Melting point:

185.0 to 189.0 °C

Boiling point:

311.6±15.0 °C(Predicted)

Density 

1.444±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

soluble in Methanol

form 

powder to crystal

pka

8.52±0.40(Predicted)

color 

White to Light yellow

Safety Information

HS Code 

2934100090

6-Benzothiazolol(7CI,8CI,9CI) Usage And Synthesis

Uses

6-Hydroxybenzothiazole is a useful research chemical used in the synthesis of aryl trifluoromethyl ethers.

Synthesis

6-Hydroxybenzothiazole was synthesized using 2-cyano-6-methoxybenzothiazole as starting material after the following steps: first, the ethyl acetate extract was washed with 1 M NaOH solution (50 mL), followed by acidification of the aqueous phase with 3 M HCl and extraction with ethyl acetate. The extract was evaporated from the solvent at 60 °C to induce complete decarboxylation of the unstable acid 13b. Purification of the product by column chromatography (eluent ratio dichloromethane/acetone 95:5) afforded 6-hydroxybenzothiazole 14 as a colorless solid. Further purification by recrystallization from aqueous ethanol gave 0.7 g (4.6 mmol, 50% yield) of the target product. The melting point of the compound was 190-192 °C (literature value 24: 184-185 °C), and the Rf value for thin layer chromatography was 0.35 (unfolding agent ratio petroleum ether/ethyl acetate 6:4).1H NMR (CD3OD) data were as follows: δ = 8.98 (s, 1H, 2-H), 7.88 (d, J = 8.3 Hz, 1H, 4-H), 7.38 (d, J = 2.1 Hz, 1H, 7-H), 7.06 (dd, J = 8.3 and 2.1 Hz, 1H, 5-H) ppm. 13C NMR (CD3OD) data were as follows: δ = 164.8 (6-C), 155.9 (9-C), 152.1 (2-CH), 134.9 (8-C), 122.8 (4-CH), 115.9 (5 -CH), 106.1 (7-CH) ppm.

References

[1] Synthesis, 2001, # 12, p. 1780 - 1783
[2] Tetrahedron, 2013, vol. 69, # 29, p. 5893 - 5897

6-Benzothiazolol(7CI,8CI,9CI)(13599-84-3)Related Product Information

• Frentizole
• 6-ETHOXY-2-MERCAPTOBENZOTHIAZOLE
• D-Luciferin potassium salt
• 6-Benzothiazolol(7CI,8CI,9CI)
• 2-Amino-6-ethoxybenzothiazole
• 6-ETHOXY-2-BENZOTHIAZOLESULFONAMIDE
• 2-ACETOACETAMIDO-6-ETHOXYBENZOTHIAZOLE
• 2-Amino-6-methoxybenzothiazole
• 6-METHOXY-2-METHYLBENZOTHIAZOLE
• D-Luciferin sodium salt
• L-LUCIFERIN
• D-Luciferin
• 2-Cyano-6-methoxybenzothiazole
• BASIC BLUE 41 (C.I. 11105)
• 1-Hydroxybenzotriazole hydrate
• 2-METHYL-1,3-BENZOTHIAZOL-6-OL
• 6-Benzothiazolol,5-amino-2-methyl-(6CI)
• 4-Benzothiazolol(6CI,8CI,9CI)