Dimethylamine → HCID 20299643, compound

Reaction equation

[Cl:1][C:2]1[N:3]=[CH:4][C:5]2[N:6]([CH:8]=[CH:9][N:10]=2)[CH:7]=1.S(Cl)(Cl)=O.[CH3:15][NH:16][CH3:17].Cl[S:19](O)(=[O:21])=[O:20]>>[Cl:1][C:2]1[N:3]=[CH:4][C:5]2[N:6]([C:8]([S:19](=[O:21])(=[O:20])[N:16]([CH3:17])[CH3:15])=[CH:9][N:10]=2)[CH:7]=1

Participants

Reactant 4

HCID 674Dimethylamine

HCID 24386Thionyl Chloride

HCID 24638Chlorosulfonic acid

HCID 128415726-Chloroimidazo[1,2-a]pyrazine

Product 1

HCID 20299643HCID 20299643, compound

Conditions

Temperature: 100 °C

Procedure

6-Chloroimidazo[1,2-a]pyrazine (3.07 g, 0.020 mole) is added in portions with stirring to 20 ml chlorosulfonic acid, and the mixture heated 2 hours at 100° C. and then cooled to room temperature. Thionyl chloride (2 g) is added and the mixture reheated to 100° C. for 2 hours. After cooling to room temperature, the mixture is quenched on crushed ice and extracted with ether. The ether layer is dried over sodium sulfate, filtered and concentrated under vacuum to give an oil which is stirred with a mixture of crushed ice and aqueous dimethylamine for one hour. The crude 6-chloro-3-(N,N-dimethylsulfamoyl)imidazo[1,2-a]pyrazine is collected by filtration.