Sodium hydride → 2-(2-Chloroethyl)-5-phenyl-1,2,5-thiadiazolidine-1,1-dioxide

HRID 413277Notes

Reaction equation

HRID 413277 reaction equation
[Cl:1][CH2:2][CH2:3][N:4]([CH2:15][CH2:16]Cl)[S:5]([NH:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)(=[O:7])=[O:6].[H-].[Na+]>CN(C=O)C>[Cl:1][CH2:2][CH2:3][N:4]1[CH2:15][CH2:16][N:8]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[S:5]1(=[O:7])=[O:6]

Participants

4

Reactant 2

HCID 24758Sodium hydrideHCID 22390755N,N-bis(2chloroethyl)-N'-phenylsulphamide

Product 1

HCID 223908502-(2-Chloroethyl)-5-phenyl-1,2,5-thiadiazolidine-1,1-dioxide

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

Using a slow dropper, a solution of 12.6 g of the product obtained in Step 2 above in 25 ml of DMF is introduced onto a suspension of 1.4 g of NaH in 175 ml of DMF and stirring is carried out for 12 hours. The reaction mixture is then poured onto ice in order to bring about crystallisation of the expected product.

Workup

  1. additionThe reaction mixture is then poured onto ice in order
  2. customto bring about crystallisation of the expected product

Sources & evidence

ORD record
ord-7fc9ec499689454980b9669c39b87220
Source dataset
uspto-grants-2003_05
Patent number
US06566364B2

Reaction notes

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