2-AMINO-5-(4-METHYLPHENYL)-1 3 4-THIADI& Chemical Properties

Melting point:

218-222 °C

Boiling point:

364.9±35.0 °C(Predicted)

Density 

1.281±0.06 g/cm3(Predicted)

storage temp. 

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

form 

solid

pka

3.11±0.10(Predicted)

Appearance

White to off-white Solid

Safety Information

Hazard Codes 

Xn

Risk Statements 

22-36/37/38

Safety Statements 

26

WGK Germany 

3

HS Code 

2934999090

2-AMINO-5-(4-METHYLPHENYL)-1 3 4-THIADI& Usage And Synthesis

Synthesis

General procedure for the synthesis of 5-p-tolylphenyl-2-amino-1,3,4-thiadiazole from aminothiourea and p-toluic acid: 5.1.1 Synthesis of 5-(4-morpholinophenyl)-1,3,4-thiadiazol-2-amine (59) 4-Morpholino benzoic acid (5.18 g, 25 mmol) and N-amino thiourea (2.28 g, 25 mmol) were dissolved in POCl3 (7 mL) and stirred vigorously at 75°C for 0.5 hr. After the reaction was completed, 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 mixture was filtered and the resulting filter cake was recrystallized with ethanol to give 3.90 g of yellow crystalline compound 59 in 59% yield. Compounds 60-81 were synthesized in the same way. 5.1.1.4 Synthesis of 5-(p-tolyl)-1,3,4-thiadiazol-2-amine (63) Yield: 98%, Melting point: 194-195 °C (EtOH). eSI-MS m/z: 192.3 [M + H]+; 1H NMR (DMSO-d6) δ 2.34 (s, 3H), 7.27 (d, J = 8.4 Hz, 2H), 7.35 (s, 2H), 7.64 (d, J = 8.4 Hz, 2H).

References

[1] Bioorganic and Medicinal Chemistry, 2014, vol. 22, # 21, p. 5766 - 5775
[2] Bioorganic and Medicinal Chemistry, 2008, vol. 16, # 14, p. 6663 - 6668
[3] European Journal of Medicinal Chemistry, 2015, vol. 95, p. 49 - 63
[4] European Journal of Medicinal Chemistry, 2015, vol. 106, p. 75 - 84
[5] Medicinal Chemistry Research, 2012, vol. 21, # 6, p. 816 - 824

2-AMINO-5-(4-METHYLPHENYL)-1 3 4-THIADI&(26907-54-0)Related Product Information

• 4-(5-AMINO-1,3,4-THIADIAZOL-2-YL)BENZOIC ACID
• 2-AMINO-5-(4-AMYLPHENYL)-1,3,4-THIADIAZOLE
• 5-(4-ethylphenyl)-1,3,4-thiadiazol-2-amine
• 5-(2,4-dimethylphenyl)-1,3,4-thiadiazol-2-amine
• 5-BIPHENYL-4-YL-[1,3,4]THIADIAZOL-2-YLAMINE
• 5-(4-methyl-3-nitrophenyl)-1,3,4-thiadiazol-2-amine
• 2-AMINO-5-(4-METHYLPHENYL)-1 3 4-THIADI&
• 2-AMINO-5-(4-TERT-BUTYLPHENYL)-1,3,4-THIADIAZOLE
• 5-(3-methoxy-4-methylphenyl)-1,3,4-thiadiazol-2-amine
• 4-(5-AMINO-[1,3,4]THIADIAZOL-2-YL)-BENZONITRILE
• 5-(2,3-dihydro-1H-inden-5-yl)-1,3,4-thiadiazol-2-amine
• 5-(4-ISOPROPYLPHENYL)-1,3,4-THIADIAZOL-2-AMINE
• 5-(5-amino-1,3,4-thiadiazol-2-yl)-2-methylphenol
• 5-(4-TRIFLUOROMETHYL-PHENYL)-[1,3,4]THIADIAZOL-2-YLAMINE
• 5-(2,4,6-trimethylphenyl)-1,3,4-thiadiazol-2-amine
• 5-(3-fluoro-4-methylphenyl)-1,3,4-thiadiazol-2-amine
• 5-(4-METHYL-3,5-DINITRO-PHENYL)-[1,3,4]THIADIAZOL-2-YLAMINE
• 5-(3,4-DIMETHYL-PHENYL)-[1,3,4]THIADIAZOL-2-YLAMINE