| Identification | Back Directory | [Name]
5-(3-CHLORO-PHENYL)-[1,3,4]THIADIAZOL-2-YLAMINE | [CAS]
70057-67-9 | [Synonyms]
5-(3-CHLOROPHENYL)-1,3,4-THIADIAZOL-2-AMINE
2-Amino-5-(3-chlorophenyl)-1,3,4-thiadiazole
1,3,4-Thiadiazol-2-amine, 5-(3-chlorophenyl)-
5-(3-CHLORO-PHENYL)-[1,3,4]THIADIAZOL-2-YLAMINE | [Molecular Formula]
C8H6ClN3S | [MDL Number]
MFCD02664059 | [MOL File]
70057-67-9.mol | [Molecular Weight]
211.67 |
| Hazard Information | Back Directory | [Synthesis]
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]
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[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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