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Sodium → 2-(1-phenyl-1H-tetrazol-5-yl-thiomethyl)-4-propyl-1,2,5-thiadiazolidin-3-one 1,1-dioxide

HRID 2396767
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HRID 2396767 반응식
[Na].[SH:2][C:3]1[N:7]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[N:6]=[N:5][N:4]=1.Cl[CH2:15][N:16]1[C:20](=[O:21])[CH:19]([CH2:22][CH2:23][CH3:24])[NH:18][S:17]1(=[O:26])=[O:25]>CN(C=O)C>[C:8]1([N:7]2[C:3]([S:2][CH2:15][N:16]3[C:20](=[O:21])[CH:19]([CH2:22][CH2:23][CH3:24])[NH:18][S:17]3(=[O:25])=[O:26])=[N:4][N:5]=[N:6]2)[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1
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참가 물질

5

반응물 3

HCID 5360545SodiumHCID 194244252-Chloromethyl-4-propyl-1,2,5-thiadiazolidin-3-one 1,1-dioxideHCID 178527986CID 66592

생성물 1

HCID 153405132-(1-phenyl-1H-tetrazol-5-yl-thiomethyl)-4-propyl-1,2,5-thiadiazolidin-3-one 1,1-dioxide수율 96.5%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

The sodium salt of 5-mercapto-l-phenyl-1H-tetrazole (0.42 g) ##STR16## was added to a solution of 2-chloromethyl-4-propyl-1,2,5-thiadiazolidin-3-one 1, 1-dioxide (0.44 g) in DMF (10 ml), and the resulting mixture was allowed to react at 50° C. for 6 hours and then cooled. The mixture was poured into ice/water, extracted with ethyl acetate, and the organic layer was washed with water and brine, dried, and concentrated in vacuo. The residue was purified by flash chromatography (35% ethyl acetate in hexane) to afford 0.69 g (96%) of 2-(1-phenyl-1H-tetrazol-5-yl-thiomethyl)-4-propyl-1,2,5-thiadiazolidin-3-one 1,1-dioxide (Formula I: R1 =H; R2 =propyl;

후처리

  1. customto react at 50° C. for 6 hours
  2. temperaturecooled
  3. extractionextracted with ethyl acetate
  4. washthe organic layer was washed with water and brine
  5. customdried
  6. concentrationconcentrated in vacuo
  7. customThe residue was purified by flash chromatography (35% ethyl acetate in hexane)

출처 및 근거

ORD 기록
ord-754f5aa383f64f249e995399642a71a2
출처 데이터셋
uspto-grants-1996_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05494925

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