5-(3-CHLORO-PHENYL)-[1,3,4]THIADIAZOL-2-YLAMINE
5-(3-CHLORO-PHENYL)-[1,3,4]THIADIAZOL-2-YLAMINE Basic information
- Product Name:
- 5-(3-CHLORO-PHENYL)-[1,3,4]THIADIAZOL-2-YLAMINE
- Synonyms:
-
- 5-(3-CHLOROPHENYL)-1,3,4-THIADIAZOL-2-AMINE
- 5-(3-CHLORO-PHENYL)-[1,3,4]THIADIAZOL-2-YLAMINE
- 1,3,4-Thiadiazol-2-amine, 5-(3-chlorophenyl)-
- 2-Amino-5-(3-chlorophenyl)-1,3,4-thiadiazole
- CAS:
- 70057-67-9
- MF:
- C8H6ClN3S
- MW:
- 211.67
- Mol File:
- Mol File
5-(3-CHLORO-PHENYL)-[1,3,4]THIADIAZOL-2-YLAMINE Chemical Properties
- storage temp.
- under inert gas (nitrogen or Argon) at 2–8 °C
5-(3-CHLORO-PHENYL)-[1,3,4]THIADIAZOL-2-YLAMINE Usage And Synthesis
Synthesis
79-19-6
535-80-8
70057-67-9
5.1.1 Synthesis of 5-(3-chlorophenyl)-1,3,4-thiadiazol-2-amine (67): 3-chlorobenzoic acid (5.18 g, 25 mmol) and N-amino thiourea (2.28 g, 25 mmol) were dissolved in POCl3 (7 ml), and the reaction was stirred vigorously for 0.5 hr at 75 °C. After completion of the reaction, H2O (30 ml) was added and the reaction mixture was heated to reflux for 4 hours. Subsequently, the reaction solution was adjusted with 50% NaOH solution to pH 8. The reaction mixture was filtered and the filter cake was recrystallized with ethanol to give the target product 67 as yellow crystals. Yield: 75%; Melting point: 212-214 °C (EtOH). eSI-MS m/z: 212.1 [M + H]+; 1H NMR (CDCl3) δ 7.49-7.50 (m, 2H), 7.54 (s, 2H), 7.70-7.71 (m, 1H), 7.80 (s, 1H).
References
[1] Journal of Chemical Research, 2011, vol. 35, # 12, p. 703 - 706
[2] Bioorganic and Medicinal Chemistry, 2014, vol. 22, # 21, p. 5766 - 5775
[3] Journal of Chemical Research, 2012, vol. 36, # 4, p. 218 - 221
[4] Pharmazie, 2018, vol. 73, # 3, p. 123 - 127
[5] Bioorganic Chemistry, 2018, vol. 81, p. 88 - 92
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