TETRAHYDRO-2H-PYRAN-4-CARBOXAMIDE Chemical Properties

Melting point:

181-183

Boiling point:

312.1±31.0 °C(Predicted)

Density 

1.114

storage temp. 

Sealed in dry,Room Temperature

pka

16.31±0.20(Predicted)

form 

solid

color 

White

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

22-20/21/22

Safety Statements 

24/25-36/37

Hazard Note 

Irritant/Keep Cold

HazardClass 

IRRITANT

HS Code 

29339900

TETRAHYDRO-2H-PYRAN-4-CARBOXAMIDE Usage And Synthesis

Chemical Properties

White solid

Synthesis

The general procedure for the synthesis of tetrahydropyran-4-carboxamide from methyl tetrahydropyran-4-carboxylate was as follows: tetrahydro-2H-pyran-4-carboxylic acid methyl ester (7 g, 48.6 mmol) was mixed with 30% ammonia (20 mL) in a closed reaction flask, and the reaction was stirred at room temperature for 18 hours. Upon completion of the reaction, the excess ammonia was removed by distillation under reduced pressure and the residue was recrystallized from ethanol to give 5.6 g (89% yield) of the target product, tetrahydro-2H-pyran-4-carboxamide. The structure of the product was confirmed by 1H NMR (401 MHz, DMSO-d6) with chemical shifts δ ppm of 7.21 (br.s, 1H), 6.73 (br.s, 1H), 3.90-3.80 (m, 2H), 3.30-3.23 (m, 2H), 2.36-2.24 (m, 1H), 1.66-1.47 (m, 4H ).

References

[1] Patent: WO2012/113774, 2012, A1. Location in patent: Page/Page column 41-42
[2] Patent: US2013/324551, 2013, A1. Location in patent: Paragraph 0326; 0327
[3] ChemMedChem, 2015, vol. 10, # 2, p. 276 - 295
[4] Patent: WO2015/62486, 2015, A1. Location in patent: Paragraph 00325
[5] Patent: US2007/111984, 2007, A1. Location in patent: Page/Page column 45

TETRAHYDRO-2H-PYRAN-4-CARBOXAMIDE(344329-76-6)Related Product Information

• TETRAHYDRO-2H-PYRAN-4-YLACETYL CHLORIDE
• Tetrahydro-4H-pyran-4-one
• 3,6-dihydro-2H-pyran
• Methyl tetrahydropyran-4-carboxylate
• 2-methyloxan-4-one
• Tetrahydro-4-pyranol
• 4-BROMOMETHYLTETRAHYDROPYRAN
• 4-BROMO-TETRAHYDROPYRAN
• Tetrahydropyran-4-carbaldehyde
• 4-Amidinotetrahydro-2H-pyran hydrochloride
• Tetrahydropyran-4-boronic acid pinacol ester
• Tetrahydropyranyl-4-acetic acid
• Tetrahydro-2H-pyran-4-carboxylic acid
• 2-(TETRAHYDRO-PYRAN-4-YL)-ETHANOL
• Tetrahydro-pyran-4-yl)-hydrazine
• TETRAHYDRO-PYRAN-3-CARBALDEHYDE
• Ethyl Tetrahydropyran-4-Carboxylate
• 4-(Dimethylamino)tetrahydro-2H-pyran