2-METHYL-1,3-THIAZOLE-4-CARBONITRILE Chemical Properties

Melting point:

58-61°C

Boiling point:

229.4±13.0℃ (760 Torr)

Density 

1.25±0.1 g/cm3 (20 ºC 760 Torr)

Flash point:

92.5±19.8℃

storage temp. 

2-8°C

Appearance

Light brown to brown Solid

Safety Information

Hazard Codes 

Xi

Risk Statements 

20/21/22-41

Safety Statements 

23-36/37/39-39-26

RIDADR 

3276

Hazard Note 

Irritant

HS Code 

2934100090

2-METHYL-1,3-THIAZOLE-4-CARBONITRILE Usage And Synthesis

Definition

ChEBI: 2-Methyl-1,3-thiazole-4-carbonitrile is a member of thiazoles.

Synthesis

The general procedure for synthesizing 2-methyl-1,3-thiazole-4-carbonitrile from 2-methylthiazole-4-carboxamide is as follows: general method: after completing the preparation of the amide intermediate, carry out the operation in Example A. According to the relationship between the boiling point of the amide intermediate and the reaction temperature TB, decide the state of the reaction vessel: if the boiling point of the amide intermediate at atmospheric pressure is equal to or lower than TB, close the reaction vessel; if the boiling point is higher than TB, keep the reaction vessel open. The stirring rate was maintained at 600 rpm, the reaction temperature was adjusted to TB and maintained at this temperature for TD hours until the reaction was nearly complete. Subsequently, the reaction vessel was sealed and connected to a vacuum pump, the vacuum in the reaction vessel was adjusted to 20-50 mbar (depending on the nature of the nitrile product) and the distillate was collected as the nitrile product. The yield was calculated and samples were taken for NMR spectroscopy and elemental analysis to characterize the obtained nitrile product. The specific reaction conditions and characterization results are detailed in Tables A-7, A-8, A-9, A-10, and A-11. The characterization results showed that the resulting nitrile product was of very high purity (over 99%). In some embodiments of the preparation of the nitrile product, 10 g of phosphorus pentoxide was selectively added as a catalyst at the initial stage of the reaction.

References

[1] Patent: CN104557357, 2018, B. Location in patent: Paragraph 0150; 0151; 0152; 0162
[2] ACS Medicinal Chemistry Letters, 2014, vol. 5, # 6, p. 628 - 633
[3] Bioorganic and Medicinal Chemistry Letters, 2002, vol. 12, # 8, p. 1203 - 1208
[4] Patent: WO2011/106414, 2011, A1. Location in patent: Page/Page column 83
[5] Journal of the Chemical Society [Section] C: Organic, 1969, p. 707 - 710

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