2-AMINO-5-(2-CHLOROPHENYL)-1,3,4-THIADIAZOLE Chemical Properties

Melting point:

192-195 °C

Boiling point:

393.8±44.0 °C(Predicted)

Density 

1.461±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

form 

solid

pka

2.28±0.10(Predicted)

Appearance

Light yellow to brown Solid

Safety Information

Hazard Codes 

Xi,T

Risk Statements 

25

Safety Statements 

45

HazardClass 

IRRITANT

2-AMINO-5-(2-CHLOROPHENYL)-1,3,4-THIADIAZOLE Usage And Synthesis

Synthesis

5.1.1 Synthesis of 5-(2-chlorophenyl)-1,3,4-thiadiazol-2-amine (68): 2-chlorobenzoic acid (5.18 g, 25 mmol) and aminothiourea (2.28 g, 25 mmol) were dissolved in POCl3 (7 ml) and stirred vigorously for 0.5 hr at 75 °C. After completion of the reaction, H2O (30 ml) was added and the mixture was heated to reflux for 4 hours. Subsequently, the reaction mixture was adjusted with 50% NaOH solution to pH 8. The precipitate was collected by filtration and the filter cake was purified by recrystallization from ethanol to give the yellow crystalline product 68 in a yield of 3.90 g, 88% yield, melting point 190-192 °C (EtOH). The product was analyzed by ESI-MS, m/z: 212.1 [M + H]+; 1H NMR (CDCl3) δ 7.45-7.50 (m, 4H), 7.60-7.62 (m, 1H), 7.99-8.01 (m, 1H). Compounds 60-81 were synthesized in the same way.

References

[1] Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1999, vol. 38, # 8, p. 998 - 1001
[2] Bioorganic and Medicinal Chemistry, 2014, vol. 22, # 21, p. 5766 - 5775
[3] Medicinal Chemistry Research, 2018, vol. 27, # 7, p. 1800 - 1821
[4] Medicinal Chemistry Research, 2012, vol. 21, # 6, p. 816 - 824
[5] Journal of Chemical Research, 2014, vol. 38, # 6, p. 347 - 350

2-AMINO-5-(2-CHLOROPHENYL)-1,3,4-THIADIAZOLE(828-81-9)Related Product Information

• 2-AMINO-5-(4-CHLOROPHENYL)-1,3,4-THIADIAZOLE
• 2-AMINO-5-(4-CHLOROPHENYL)-1 3 4-
• 5-Amino-3-(4-chlorophenyl)-1,2,4-thiadiazole
• 2-AMINO-5-(2,4-DICHLOROPHENYL)-1,3,4-THIADIAZOLE
• 2-AMINO-5-(2-CHLOROPHENYL)-1,3,4-THIADIAZOLE
• 5-(2,6-dichlorophenyl)-1,3,4-thiadiazol-2-amine
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• 5-(2-CHLORO-5-NITRO-PHENYL)-[1,3,4]THIADIAZOL-2-YLAMINE
• 5-(2-CHLORO-4-NITRO-PHENYL)-[1,3,4]THIADIAZOL-2-YLAMINE
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• 5-(2-chloro-6-fluorophenyl)-1,3,4-thiadiazol-2-amine