Dimethyl Sulfoxide → HCID 53843285、化合物

HRID 1739657ノート

反応式

HRID 1739657 の反応式
[OH:1][CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9](=[N:14][O:15][CH3:16])[C:10]([NH:12][CH3:13])=[O:11].[H-].[Na+].[Cl:19][C:20]1[C:21]([C:30]([OH:32])=[O:31])=[N:22][C:23](S(C)(=O)=O)=[CH:24][CH:25]=1.CS(C)=O>C1COCC1.C(OCC)(=O)C.O>[CH3:16][O:15][N:14]=[C:9]([C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=1[CH2:2][O:1][C:23]1[CH:24]=[CH:25][C:20]([Cl:19])=[C:21]([C:30]([O:32][C:3]([CH3:8])([CH3:4])[CH3:2])=[O:31])[N:22]=1)[C:10]([NH:12][CH3:13])=[O:11]

参加物

8

反応物 4

HCID 679Dimethyl SulfoxideHCID 24758Sodium hydrideHCID 218362901803604-44-5HCID 544725602-(2-hydroxymethylphenyl)-2-methoxyimino-N-methylacetamide

生成物 1

HCID 53843285HCID 53843285、化合物

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒2 回HCID 8857Ethyl Acetate溶媒

実験手順

A 50 mL 3-neck round bottom flask equipped with a magnetic stirring bar and N2 inlet was charged with (0.55 g, 0.0024 mol) 2-hydroxymethyl-α-methyoxyimino-N-methyl-benzeneacetamide and 10 mL anhydrous THF. To the reaction was added (0.14 g, 0.003mol) 60% NaH with stirring under nitrogen for 20 minutes. To the reaction was then added 3-chloro-6-methylsulphonylpicolinic acid: t-butyl ester (0.900 g, 0.003 mol) dissolved in 8 mL anhydrous THF, then 2 mL DMSO and stirring for three hours under nitrogen at room temperature. The mixture was then diluted with 20 mL ethyl acetate and 50 mL DI water and extracted four times with 20 mL portions of ethyl acetate. The combined organic extracts were washed three times with 50 mL portions DI water and twice with 25 mL portions brine to give the resulting product, α-(methoxyimino)-N-methyl-2-[[[5-chloro-6-(t-butoxycarbonyl)-2-pyridinyl]oxy]methyl]-benzeneacetamide, as an off-white oily solid after chromatography. M.P. 103-108° C.

後処理

  1. customA 50 mL 3-neck round bottom flask equipped with a magnetic stirring bar and N2 inlet
  2. extractionextracted four times with 20 mL portions of ethyl acetate
  3. washThe combined organic extracts were washed three times with 50 mL portions DI water

出典と根拠

ORDレコード
ord-6ab4c74268f34b02b0b4491d4e656559
出典データセット
uspto-grants-1999_10
特許番号
US05968875

反応ノート

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