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

HRID 1891081ノート

反応式

HRID 1891081 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 284Formic Acid溶媒

反応条件

温度
100 °C

実験手順

500 mg (2.5 mmol) of (RS)—S-(4-nitrophenyl)-S-methyl sulfoximide in 4 ml of formaldehyde (aqueous, 37%) and 20 ml of formic acid (98-100%) are stirred in an open flask at 100° C. After 22 hours, the solvent is evaporated, mixed again with 4 ml of formaldehyde (aqueous, 37%) and 20 ml of formic acid (98-100%) and stirred for another 22 hours at 100° C. Residue from the solvent is drawn off in a rotary evaporator. The remaining residue is dissolved with 2N HCl and extracted from DCM. The aqueous phase is made basic with NaHCO3 and extracted from DCM. The combined organic phases are dried (Na2SO4), filtered and concentrated by evaporation. 448 mg (2.1 mmol, corresponding to 85% of theory) of the product is obtained.

後処理

  1. customthe solvent is evaporated
  2. additionmixed again with 4 ml of formaldehyde (aqueous, 37%) and 20 ml of formic acid (98-100%)
  3. customResidue from the solvent is drawn off in a rotary evaporator
  4. dissolutionThe remaining residue is dissolved with 2N HCl
  5. extractionextracted from DCM
  6. extractionextracted from DCM
  7. dry with materialThe combined organic phases are dried (Na2SO4)
  8. filtrationfiltered
  9. concentrationconcentrated by evaporation
  10. custom448 mg (2.1 mmol, corresponding to 85% of theory) of the product is obtained

出典と根拠

ORDレコード
ord-f7b9e699f289418ab8ab91018c1350d0
出典データセット
uspto-grants-2013_08
特許番号
US08507510B2

反応ノート

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