Reaktion #830659

Reaktionsgleichung

2-phenylthiomethyl-tetrahydropyrrolo[1,2-b]1,2,5-thiadiazol-3(2H)-one 1,1-dioxide

sulfuryl chloride

→

2-chloromethyltetrahydropyrrolo[1,2-b]-1,2,5-thiadiazol-3(2H)-one 1,1-dioxide

Ausbeute 92.0%

Lösungsmittel

methylene chloride

Reaktionsbedingungen

Aufarbeitung

1. 1
   EinengenThe mixture was concentrated in vacuo
2. 2
   Sonstigethe residue triturated in hexane (2x, 150 ml, 75 ml)
3. 3
   workup.STIRRINGwith stirring
4. 4
   Sonstigethe solvent decanted
5. 5
   Filtrationthe resulting solid filtered
6. 6
   Sonstigedried

Vorschrift

To a solution of 2-phenylthiomethyl-tetrahydropyrrolo[1,2-b]1,2,5-thiadiazol-3(2H)-one 1,1-dioxide (5 g) in 130 ml of methylene chloride was added sulfuryl chloride (2.02 ml) and the mixture was stirred for 2 hours at room temperature. The mixture was concentrated in vacuo, the residue triturated in hexane (2x, 150 ml, 75 ml) with stirring, the solvent decanted, and the resulting solid filtered and dried to afford 2.96 g (92%) of 2-chloromethyltetrahydropyrrolo[1,2-b]-1,2,5-thiadiazol-3(2H)-one 1,1-dioxide (Formula II: R1 =H; R2 and R3 together =-(CH2)3 -; X'=Cl) as a solid, m.p. 46.5°-47.5° C.

Quelle