N,N'-DIISOPROPYLTHIOUREA Chemical Properties

Melting point:

143-145 °C (lit.)

Boiling point:

110°C (rough estimate)

Density 

1.0247 (rough estimate)

refractive index 

1.6000 (estimate)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

Chloroform (Sparingly), Methanol (Slightly)

pka

13.93±0.70(Predicted)

form 

Solid

color 

White

InChI

InChI=1S/C7H16N2S/c1-5(2)8-7(10)9-6(3)4/h5-6H,1-4H3,(H2,8,9,10)

InChIKey

KREOCUNMMFZOOS-UHFFFAOYSA-N

SMILES

N(C(C)C)C(NC(C)C)=S

CAS DataBase Reference

2986-17-6(CAS DataBase Reference)

NIST Chemistry Reference

Thiourea, n,n'-bis(1-methylethyl)-(2986-17-6)

EPA Substance Registry System

Thiourea, N,N'-bis(1-methylethyl)- (2986-17-6)

Safety Information

Hazard Codes 

T

Risk Statements 

23/24/25

Safety Statements 

27-28-36/37/39-45

WGK Germany 

3

RTECS 

YS9860000

HS Code 

29309090

MSDS

• Language:English Provider:SigmaAldrich

N,N'-DIISOPROPYLTHIOUREA Usage And Synthesis

Chemical Properties

White to light yellow solid

Uses

N,N''-Diisopropylthiourea is a reagent for the improved synthesis of cefathiamidine. Studies on the chemical nature of the thyroid inhibiting actions of compounds. Design and testing of antithyroid agents with decreased antioxidant activity.

Synthesis

To a 50 mL round-bottomed flask equipped with a magnetic stirrer, carbon disulfide (5 mmol) and isopropylamine (10 mmol) were sequentially added under ice bath cooling conditions, followed by water (5 mL). The flask was sealed and the reaction mixture was vigorously stirred at room temperature. The progress of the reaction was monitored by thin layer chromatography (TLC with 10% methanol/chloroform or ethyl acetate/hexane solvent mixture as the unfolding agent). Upon completion of the reaction, for the unconsolidated reaction mixture, the water was removed under reduced pressure by rotary evaporator to obtain the solid product; for the reactions of entries 7, 9, 10, 11, 14, and 15, the reaction mixture self-consolidated at the completion of the reaction. The resulting solid product was purified by recrystallization from ethanol or solvent washing with ethyl acetate/hexane mixture.

References

[1] Synthetic Communications, 2015, vol. 45, # 2, p. 236 - 244
[2] Synthetic Communications, 2015, vol. 45, # 3, p. 376 - 385
[3] Journal of Heterocyclic Chemistry, 2016, vol. 53, # 2, p. 588 - 594
[4] Patent: US2849420, 1953,

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