Basic information Safety Supplier Related

Tetrahydro-2H-thiopyran-4-amine

Basic information Safety Supplier Related

Tetrahydro-2H-thiopyran-4-amine Basic information

Product Name:
Tetrahydro-2H-thiopyran-4-amine
Synonyms:
  • TETRAHYDRO-THIOPYRAN-4-YLAMINE
  • 4-AMINOTETRAHYDROTHIOPYRAN
  • 4-AMINOTHIOPYRAN
  • 2-Aminotetrahydro-2H-thiopyran
  • 4-Aminotetrahydro-2H-thiopyran
  • Tetrahydro-2H-thiopyran-4-amine
  • thian-4-aMine
  • (Tetrahydro-2H-thiopyran-4-yl)amine, 4-Aminothiane
CAS:
21926-00-1
MF:
C5H11NS
MW:
117.21
Product Categories:
  • Amino
  • Building Blocks
  • Heterocycle
Mol File:
21926-00-1.mol
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Tetrahydro-2H-thiopyran-4-amine Chemical Properties

Melting point:
0°C
Boiling point:
0°C
Density 
1.032±0.06 g/cm3(Predicted)
Flash point:
0°C
storage temp. 
Storage temp. 2-8°C
form 
semi-solid
pka
9.59±0.20(Predicted)
color 
Yellow
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Safety Information

Hazard Codes 
Xi,Xn
Risk Statements 
20/21/22-36/37/38-22
Safety Statements 
20/21-36/37/39-26-22
Hazard Note 
Irritant
HS Code 
2934999090
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Tetrahydro-2H-thiopyran-4-amine Usage And Synthesis

Synthesis

6309-59-7

21926-00-1

Step b: Lithium aluminum hydride (6.96 g, 0.183 mol) was slowly added to a solution containing tetrahydrofuran (80 mL) at 0°C, followed by dropwise addition of tetrahydro-4H-thiopyran-4-one oxime (8 g, 0.0610 mol) to a tetrahydrofuran solution (20 mL). The reaction mixture was refluxed for about 4 hours before the reaction was burst with saturated ammonium chloride solution. The reaction solution was extracted with ethyl acetate, the organic layers were combined and dried over anhydrous sodium sulfate. The organic layer was concentrated under reduced pressure to give the crude tetrahydro-2H-thiopyran-4-amine in a yield of 8 g (100%).

References

[1] Patent: WO2008/111009, 2008, A1. Location in patent: Page/Page column 52
[2] Patent: WO2008/111010, 2008, A1. Location in patent: Page/Page column 75
[3] Patent: US2003/232847, 2003, A1. Location in patent: Page 16
[4] Journal of Organic Chemistry, 1981, vol. 46, p. 4376 - 4383
[5] Patent: WO2013/7765, 2013, A1. Location in patent: Page/Page column 110-111

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