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

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

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

Hazard Codes 

Xn

Risk Statements 

22-36/37/38

Safety Statements 

26

WGK Germany 

3

HS Code 

2934999090

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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

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