5-Amino-1,3,4-thiadiazole-2-thiol Chemical Properties

Melting point:

235 °C (dec.)(lit.)

Boiling point:

242.3±23.0 °C(Predicted)

Density 

1.503 (estimate)

refractive index 

1.5800 (estimate)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

2g/l

form 

Powder

pka

7.80±0.20(Predicted)

color 

White or pale yellow to cream

PH

3.9 (2g/l, H2O, 20℃)

Water Solubility 

insoluble

BRN 

81728

InChIKey

GDGIVSREGUOIJZ-UHFFFAOYSA-N

CAS DataBase Reference

2349-67-9(CAS DataBase Reference)

NIST Chemistry Reference

2-Amino-5-mercapto-1,3,4-thiadiazole(2349-67-9)

EPA Substance Registry System

1,3,4-Thiadiazole-2(3H)-thione, 5-amino- (2349-67-9)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

36/37/38-22-20/21/22

Safety Statements 

26-36-36/37

WGK Germany 

3

RTECS 

XI4550000

F 

9-13-23

Hazard Note 

Irritant

TSCA 

Yes

HS Code 

29349990

MSDS

• Language:English Provider:2-Amino-5-mercapto-1,3,4-thiadiazole

5-Amino-1,3,4-thiadiazole-2-thiol Usage And Synthesis

Chemical Properties

White or pale yellow to cream powder

Uses

5-Amino-1,3,4-thiadiazole-2-thiol is a thiadiazole derivative with antibacterial acitivity used in the preparation of herbicides as well as carbonic anhydrase inhibitors.

Uses

5-amino-1,3,4-thiadiazole-2-thiol was used to prepare new amines exhibiting anti-convulsant activity.

Synthesis

2-Amino-5-mercapto-1,3,4-thiadiazole was synthesized as follows: in a three-necked flask equipped with a stirrer, 5.5 g (0.06 mol) of aminothiourea, 20 mL of N,N-dimethylformamide (DMF), and 3 mL (0.1 mol) of carbon disulfide were added sequentially. The reaction mixture was heated to reflux and maintained for 4 hours. After completion of the reaction, the mixture was cooled to room temperature. To the reaction mixture was added 40 mL of 2 mol/L sodium hydroxide solution followed by decolorization. After decolorization, concentrated hydrochloric acid was slowly added to acidic conditions to precipitate the crude product. The crude product was purified by recrystallization from 50% ethanol to give 5.7 g of bright yellow needle-like crystals of 2-amino-5-mercapto-1,3,4-thiadiazole in 67.4% yield.

References

[1] Journal of Chemical Research, 2010, # 11, p. 619 - 621
[2] Chemical Biology and Drug Design, 2012, vol. 80, # 4, p. 598 - 604
[3] European Journal of Medicinal Chemistry, 2006, vol. 41, # 8, p. 918 - 924
[4] Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2010, vol. 49, # 2, p. 241 - 246
[5] Chemical Biology and Drug Design, 2013, vol. 81, # 5, p. 666 - 673

5-Amino-1,3,4-thiadiazole-2-thiol(2349-67-9)Related Product Information

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