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Cyclopropylmethyl methanesulfonate → HCID 178420903, 화합물

HRID 1032901
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HRID 1032901 반응식
[NH:1]1[CH:5]=[N:4][C:3]([SH:6])=[N:2]1.C[O-].[Na+].CS(O[CH2:15][CH:16]1[CH2:18][CH2:17]1)(=O)=O>CO>[NH:1]1[CH:5]=[N:4][C:3]([S:6][CH2:15][CH:16]2[CH2:18][CH2:17]2)=[N:2]1
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참가 물질

5

반응물 3

HCID 135444Cyclopropylmethyl methanesulfonateHCID 10942334Sodium MethoxideHCID 178527894HCID 178527894, 화합물

생성물 1

HCID 178420903HCID 178420903, 화합물수율 64%

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
40 °C

실험 절차

1,2,4-Triazole-3-thiol (20.2 g; 0.20 mol) and sodium methoxide (11.8 g; 0.22 mol) were dissolved in methanol (250 ml) and cyclopropylmethyl methanesulfonate (32.3 g; 0.215 mol) added. The mixture was refluxed for 25 min under dry nitrogen, allowed to cool to 40° C. and filtered. The solid was washed with ethyl acetate and the organic solutions combined and evaporated. The residue was dissolved in water (250 ml) and the solution extracted with ethyl acetate (2×250 ml). The extracts were combined, washed with saturated brine (200 ml), dried (Na2SO4), filtered and evaporated, giving cyclopropylmethyl 1,2,4-triazol-3-yl sulfide (19.7 g; 64%) as a pale yellow pasty solid. NMR - d(CDCl3 +CD3SOCD3 ; 90 MHz) 0.1-0.7 (4H, m), 0.9-1.4 (1H, m), 3.1 (2H, d, J=7 Hz), 8.1 (1H, s).

후처리

  1. temperatureThe mixture was refluxed for 25 min under dry nitrogen
  2. filtrationfiltered
  3. washThe solid was washed with ethyl acetate
  4. customevaporated
  5. dissolutionThe residue was dissolved in water (250 ml)
  6. extractionthe solution extracted with ethyl acetate (2×250 ml)
  7. washwashed with saturated brine (200 ml)
  8. dry with materialdried (Na2SO4)
  9. filtrationfiltered
  10. customevaporated

출처 및 근거

ORD 기록
ord-a39208fdfe6b40cab724a449b71158be
출처 데이터셋
uspto-grants-1994_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05308830

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