Dichloromethane → HCID 15817425, compound

HRID 1721622Notes

Reaction equation

HRID 1721622 reaction equation
C1(S[CH2:8][N:9]2[C:13](=[O:14])[CH:12]([CH2:15][CH2:16][CH:17]([CH3:19])[CH3:18])[N:11]([CH3:20])[S:10]2(=[O:22])=[O:21])C=CC=CC=1.C(Cl)[Cl:24]>>[Cl:24][CH2:8][N:9]1[C:13](=[O:14])[CH:12]([CH2:15][CH2:16][CH:17]([CH3:19])[CH3:18])[N:11]([CH3:20])[S:10]1(=[O:22])=[O:21]

Participants

3

Reactant 2

HCID 6344DichloromethaneHCID 194244062-Phenylthiomethyl-4-(3-methylbutyl)-5-methyl-1,2,5-thiadiazolidin-3-one 1,1-dioxide

Product 1

HCID 15817425HCID 15817425, compoundYield 70%

Procedure

To a solution of 2-phenylthiomethyl-4-(3-methylbutyl)-5-methyl-1,2,5-thiadiazolidin-3-one 1,1-dioxide (8.15 g, 24.66 mmol) in 200 ml of methylene chloride was added in one portion under nitrogen sulfuryl chloride (2.36 ml, 29.6 mmol) and the mixture was stirred for 3.5 hours at room temperature. The mixture was concentrated in vacuo and the residue was triturated in hexane to afford 4.64 g (70%) of 2-chloromethyl-4-(3-methylbutyl)-5-methyl-1,2,5-thiadiazolidin-3-one 1,1-dioxide (Formula II: R1 =H; R2 =(CH2)2CH(CH3)2 ; R3 =CH3 ; X'=Cl) as a solid, m.p. 59°-60° C.

Workup

  1. concentrationThe mixture was concentrated in vacuo
  2. customthe residue was triturated in hexane

Sources & evidence

ORD record
ord-9ecc9fd04d6d465094cdb0db495fc3c4
Source dataset
uspto-grants-1996_04
Patent number
US05512576

Reaction notes

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