Basic information Safety Supplier Related

THIOPHENE-2-THIOCARBOXAMIDE

Basic information Safety Supplier Related

THIOPHENE-2-THIOCARBOXAMIDE Basic information

Product Name:
THIOPHENE-2-THIOCARBOXAMIDE
Synonyms:
  • OTAVA-BB BB7020331311
  • THIOPHENE-2-THIOAMIDE
  • THIOPHENE-2-THIOCARBOXAMIDE
  • THIOPHENE-2-CARBOTHIOAMIDE
  • THIOPHENE-2-CARBOTHIOIC ACID AMIDE
  • Thiophene-2-carbothioamide, 95+%
  • Thiophene-2-carbothioic acid amide, 2-Carbamothioylthiophene
  • 2-(Aminothiocarbonyl)thiophene
CAS:
20300-02-1
MF:
C5H5NS2
MW:
143.23
Mol File:
20300-02-1.mol
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THIOPHENE-2-THIOCARBOXAMIDE Chemical Properties

Melting point:
106 °C
Boiling point:
260℃
Density 
1.357
Flash point:
111℃
storage temp. 
2-8°C(protect from light)
form 
powder to crystal
pka
12.56±0.29(Predicted)
color 
White to Yellow to Green
Water Solubility 
Insoluble in water.
BRN 
110159
CAS DataBase Reference
20300-02-1(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
25-43
Safety Statements 
22-36/37/39-45-36/37
RIDADR 
2811
Hazard Note 
Irritant
HazardClass 
6.1
PackingGroup 
III
HS Code 
2934999090

MSDS

  • Language:English Provider:ALFA
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THIOPHENE-2-THIOCARBOXAMIDE Usage And Synthesis

Uses

Thiophene-2-thiocarboxamide is used as a pharmaceutical intermediate.

Synthesis

5813-89-8

20300-02-1

General procedure for the synthesis of thiophene-2-thioformamide from 2-thiophenecarboxamide: 2-thiophenecarboxamide (1 g, 7.86 mmol) was dissolved in dry 1,2-dimethoxyethane (30 mL). Lawesson's reagent (1.6 g, 3.9 mmol) was added and the reaction was protected under nitrogen. The reaction mixture was stirred at room temperature for 12 hours and then filtered. Subsequently, the solvent was removed by distillation under reduced pressure and the residue was purified by silica gel column chromatography (eluent: petroleum ether/ethyl acetate = 10:1 to 2:1) to afford thiophene-2-thiocarboxamide (1.0 g, 88.8% yield, white solid). Thiophene-2-carbothioamide can be used directly in the subsequent reaction without further purification.

References

[1] Patent: EP2708534, 2014, A1. Location in patent: Paragraph 0055
[2] ACS Medicinal Chemistry Letters, 2013, vol. 4, # 10, p. 904 - 908
[3] Journal of Medicinal Chemistry, 2017, vol. 60, # 17, p. 7512 - 7523
[4] Chemistry - A European Journal, 2013, vol. 19, # 29, p. 9655 - 9662
[5] Journal of Chemical Research, 2010, # 3, p. 151 - 153

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