Formaldehyde → N,S-Dimethyl-S-(4-nitrophenyl)sulfoximine

HRID 1169714노트

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HRID 1169714 반응식
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([S:10]([CH3:13])(=[NH:12])=[O:11])=[CH:6][CH:5]=1)([O-:3])=[O:2].[CH2:14]=O>C(O)=O>[CH3:14][N:12]=[S:10]([CH3:13])([C:7]1[CH:6]=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:9][CH:8]=1)=[O:11]

참가 물질

4

반응물 2

HCID 712FormaldehydeHCID 12463933S-Methyl-S-(4-nitrophenyl)sulfoximine

생성물 1

HCID 12463940N,S-Dimethyl-S-(4-nitrophenyl)sulfoximine

시약·촉매·용매 1

HCID 284Formic Acid용매

반응 조건

온도
100 °C

실험 절차

500 mg (2.5 mmol) (RS)—S-(4-nitrophenyl)-S-methylsulfoximide in 4 ml formaldehyde (aqueous, 37%) and 20 ml formic acid (98-100%) are stirred in the open flask at 100° C. After 22 hours, the solvent is evaporated, the mixture is treated again with 4 ml formaldehyde (aqueous, 37%) and 20 ml formic acid (98-100%) and stirred for a further 22 hours at 100° C. Residues of the solvent are removed on the rotary evaporator. The remaining residue is dissolved with 2N HCl and extracted with dichloromethane. The aqueous phase is basified with NaHCO3 and extracted with dichloromethane. The combined organic phases are dried (Na2SO4), filtered and concentrated. 448 mg (2.1 mmol, corresponding to 85% of theor.) of the product is obtained.

후처리

  1. customthe solvent is evaporated
  2. additionthe mixture is treated again with 4 ml formaldehyde (aqueous, 37%) and 20 ml formic acid (98-100%)
  3. customResidues of the solvent are removed on the rotary evaporator
  4. dissolutionThe remaining residue is dissolved with 2N HCl
  5. extractionextracted with dichloromethane
  6. extractionextracted with dichloromethane
  7. dry with materialThe combined organic phases are dried (Na2SO4)
  8. filtrationfiltered
  9. concentrationconcentrated
  10. custom448 mg (2.1 mmol, corresponding to 85% of theor.) of the product is obtained

출처 및 근거

ORD 기록
ord-20cc97d89c78402b83cef25ebf11d9c4
출처 데이터셋
uspto-grants-2010_11
특허 번호
US07825128B2

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