Sulfuryl chloride → HCID 19424446, compound

HRID 743426Notes

Reaction equation

HRID 743426 reaction equation
C1(S[CH2:8][N:9]2[C:13](=[O:14])[CH:12]([CH:15]([CH3:17])[CH3:16])[NH:11][S:10]2(=[O:19])=[O:18])C=CC=CC=1.S(Cl)([Cl:23])(=O)=O>C(Cl)Cl>[Cl:23][CH2:8][N:9]1[C:13](=[O:14])[CH:12]([CH:15]([CH3:17])[CH3:16])[NH:11][S:10]1(=[O:19])=[O:18]

Participants

4

Reactant 2

HCID 24648Sulfuryl chlorideHCID 19424428HCID 19424428, compound

Product 1

HCID 19424446HCID 19424446, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 2-phenylthiomethyl-4-isopropyl-1,2,5-thiadiazolidin-3-one 1,1-dioxide (3.8 g) in 60 ml of methylene chloride was added sulfuryl chloride (1.52 ml) and the mixture was stirred for 2.5 hours at room temperature. The mixture was concentrated in vacuo, the residue triturated in hexane (200 ml) for 2 hours, and the resulting solid filtered and dried to afford 2.7 g (94%) of 2-chloromethyl-4-isopropyl-1,2,5-thiadiazolidin-3-one 1,1-dioxide (Formula II: R1 =H; R2 =isopropyl; R3 =H; X'=Cl) as a solid, m.p. 71°-72° C.

Workup

  1. concentrationThe mixture was concentrated in vacuo
  2. customthe residue triturated in hexane (200 ml) for 2 hours
  3. filtrationthe resulting solid filtered
  4. customdried

Sources & evidence

ORD record
ord-7ff347bb52c14bf7b3a3564e18c5efbd
Source dataset
uspto-grants-1996_09
Patent number
US05556909

Reaction notes

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