4-CYANOTHIAZOLE Chemical Properties

Melting point:

60-61℃

Boiling point:

100-120℃ (20 Torr)

Density 

1.393 (estimate)

refractive index 

1.5500 (estimate)

storage temp. 

Sealed in dry,Room Temperature

pka

-1.45±0.10(Predicted)

Appearance

Light yellow to yellow Solid

EPA Substance Registry System

4-Thiazolecarbonitrile (1452-15-9)

Safety Information

Risk Statements 

10-20/21/22-36

Safety Statements 

16-26-36

RIDADR 

3275

HS Code 

2934100090

Hazardous Substances Data

1452-15-9(Hazardous Substances Data)

4-CYANOTHIAZOLE Usage And Synthesis

Uses

4-Cyanothiazole is a useful pharamaceutical intermediate.

Synthesis

General procedure for the synthesis of 4-cyanothiazole from thiazole-4-carboxamide: 500 g of thiazole-4-carboxamide (chemically pure) was added to a 1 L open reactor and the stirrer was started (600 r/min). Ammonia (chemically pure, 5.1 wt% water) was continuously vented from the bottom of the reactor at a controlled flow rate of 100 g/min. after TC hours of reaction at reaction temperature TA, the vented ammonia was stopped. Samples of the reaction mixture were taken for NMR hydrogen spectroscopy and elemental analysis to characterize the amide intermediates generated. The specific reaction conditions and characterization results are shown in Tables A-1 to A-6. The characterization results showed that the purity of the resulting amide intermediate was higher than 99%. In this embodiment, ammonia can be replaced by waste ammonia (source: Yangzi Petrochemical Plant, containing about 50 wt% ammonia, with toluene, oxygen, nitrogen, steam, carbon monoxide and carbon dioxide as the remaining components), at which time the flow rate of the waste ammonia should be adjusted to 130 g/min.

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] Helvetica Chimica Acta, 1957, vol. 40, p. 554,558
[4] Bulletin de la Societe Chimique de France, 1969, p. 4026 - 4031
[5] Journal of the Chemical Society, 1960, p. 916 - 925

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