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Sulfuryl chloride → 2-Chloromethyl-4-propyl-5-methyl-1,2,5-thiadiazolidin-3-one 1,1-dioxide

HRID 2396776
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HRID 2396776 반응식
C1(S[CH2:8][N:9]2[C:13](=[O:14])[CH:12]([CH2:15][CH2:16][CH3:17])[N:11]([CH3:18])[S:10]2(=[O:20])=[O:19])C=CC=CC=1.S(Cl)([Cl:24])(=O)=O>C(Cl)Cl>[Cl:24][CH2:8][N:9]1[C:13](=[O:14])[CH:12]([CH2:15][CH2:16][CH3:17])[N:11]([CH3:18])[S:10]1(=[O:20])=[O:19]
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참가 물질

4

반응물 2

HCID 24648Sulfuryl chlorideHCID 194244492-Phenylthiomethyl-4-propyl-5-methyl-1,2,5-thiadiazolidin-3-one 1,1-dioxide

생성물 1

HCID 158374782-Chloromethyl-4-propyl-5-methyl-1,2,5-thiadiazolidin-3-one 1,1-dioxide

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of 2-phenylthiomethyl-4-propyl-5-methyl-l,2,5-thiadiazolidin-3-one 1,1-dioxide (8.4 g) in 150 ml of methylene chloride was added sulfuryl chloride (3.22 ml) and the mixture was stirred for 3 hours at room temperature. The mixture was concentrated in vacuo and the residue triturated in hexane (150 ml) for 2 hours. The solvent was concentrated in vacuo and the residue was purified by flash chromatography (silica gel) to afford 5.7 g of 2-chloromethyl-4-propyl-5-methyl-1,2,5-thiadiazolidin-3-one 1,1dioxide (Formula II: R1 =H; R2 =propyl; R3 =CH3 ; X'=Cl) as an oil.

후처리

  1. concentrationThe mixture was concentrated in vacuo
  2. customthe residue triturated in hexane (150 ml) for 2 hours
  3. concentrationThe solvent was concentrated in vacuo
  4. customthe residue was purified by flash chromatography (silica gel)

출처 및 근거

ORD 기록
ord-8864682b21da49d7a52190acf9365c56
출처 데이터셋
uspto-grants-1996_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05494925

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