Iodine → 5(r)-1,2,5-Thiadiazol-3-yloxymethyl-3-(4-iodophenyl)oxazolidin-2-one

HRID 1167496노트

반응식

HRID 1167496 반응식
[I:1]I.[S:3]1[N:7]=[CH:6][C:5]([O:8][CH2:9][C@@H:10]2[O:14][C:13](=[O:15])[N:12]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[CH2:11]2)=[N:4]1>C(#N)C.C(Cl)(Cl)Cl.FC(F)(F)C([O-])=O.[Ag+]>[S:3]1[N:7]=[CH:6][C:5]([O:8][CH2:9][C@@H:10]2[O:14][C:13](=[O:15])[N:12]([C:16]3[CH:17]=[CH:18][C:19]([I:1])=[CH:20][CH:21]=3)[CH2:11]2)=[N:4]1

참가 물질

6

반응물 2

HCID 807IodineHCID 699806285(r)-1,2,5-Thiadiazol-3-yloxymethyl-3-phenyloxazolidin-2-one

생성물 1

HCID 699805285(r)-1,2,5-Thiadiazol-3-yloxymethyl-3-(4-iodophenyl)oxazolidin-2-one수율 73.4%

시약·촉매·용매 3

HCID 76299Silver trifluoroacetate촉매HCID 6212Chloroform용매HCID 6342Acetonitrile용매

실험 절차

Iodine (0.67 g, 2.64 mmol) was added portionwise to a stirred solution of 5(R)-1,2,5-thiadiazol-3-yloxymethyl-3-phenyloxazolidin-2-one (0.7 g, 2.53 mmol) and silver trifluoroacetate (0.727 g, 3.29 mmol) in acetonitrile (4 ml) and chloroforrn (6 ml). The mixture was stirred for 24 hours in the dark. The mixture was filtered and the filtrate evaporated. The residue was extracted with EtOAc and the extract washed with water, dilute ammonia (0.1 ml of 0.88SG ammonia in 25 ml water), water and brine, dried (Na2SO4) and evaporated to give the title product as a solid (0.749 g, 73%)

후처리

  1. filtrationThe mixture was filtered
  2. customthe filtrate evaporated
  3. extractionThe residue was extracted with EtOAc
  4. washthe extract washed with water, dilute ammonia (0.1 ml of 0.88SG ammonia in 25 ml water), water and brine
  5. dry with materialdried (Na2SO4)
  6. customevaporated

출처 및 근거

ORD 기록
ord-69288cb7e31449a7bc7378ee776070a1
출처 데이터셋
uspto-grants-2003_09
특허 번호
US06617339B1

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