N-CHLOROSACCHARIN

N-CHLOROSACCHARIN Property

Melting point:

148-152 °C (lit.)

Boiling point:

388.6±25.0 °C(Predicted)

Density 

1.77±0.1 g/cm3(Predicted)

storage temp. 

Sealed in dry,2-8°C

solubility 

soluble in Toluene

form 

powder to crystaline

pka

-24.37±0.20(Predicted)

color 

White to Almost white

InChI

InChI=1S/C7H4ClNO3S/c8-9-7(10)5-3-1-2-4-6(5)13(9,11)12/h1-4H

InChIKey

VKWMGUNWDFIWNW-UHFFFAOYSA-N

SMILES

S1(=O)(=O)C2=C(C=CC=C2)C(=O)N1Cl

CAS DataBase Reference

14070-51-0

Safety

Hazard Codes 

Xn

Risk Statements 

20/21/22-40

Safety Statements 

22-26-36/37/39

WGK Germany 

3

HS Code 

29251100

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H312Harmful in contact with skin

H332Harmful if inhaled

H351Suspected of causing cancer

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

N-CHLOROSACCHARIN Chemical Properties,Usage,Production

Chemical Properties

White to off-white crystalline powder

Synthesis

1. Saccharin (6.0 g) was dissolved in methanol (120 mL), stirred at room temperature, tert-butyl hypochlorite (5 mL) was added slowly, and the reaction was carried out for 5 min to obtain N-chlorophthaloylbenzimide intermediate 1a (6.0 g, 84% yield). 2. Intermediate 1a (3.0 g) was mixed with silver trifluoromethylsulfide (3.6 g) in acetonitrile (40 mL), and the reaction was stirred at room temperature for 10 min to obtain the target product N-chlorophthaloylbenzimide 1 (3.3 g, 86% yield). Note: The product 1 is a white solid at room temperature, easily soluble in organic solvents such as dichloromethane, chloroform, acetone and acetonitrile.

References

[1] Synlett, 2006, # 2, p. 194 - 200
[2] Angewandte Chemie, International Edition, 2014, vol. 53, # 35, p. 9316 - 9320,5
[3] Angewandte Chemie, 2014, vol. 126, # 35, p. 9470 - 9474,5
[4] Patent: CN104945294, 2016, B. Location in patent: Paragraph 0135; 0136; 0137; 0138
[5] Patent: CN104945298, 2016, B. Location in patent: Paragraph 0187; 0188; 0189; 0190