2-Butyl-2-ethylaziridine → (+/-)-3-((2-Amino-2-ethylhexyl)thio)-4-pyridyl phenyl ketone

HRID 398822ノート

反応式

HRID 398822 の反応式
[C:1]1([C:7]([C:9]2[CH:14]=[CH:13][N:12]=[CH:11][C:10]=2Cl)=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:16]([C:20]1([CH2:23][CH3:24])[CH2:22][NH:21]1)[CH2:17][CH2:18][CH3:19].O.[SH2:26].[Na]>CS(C)=O.C(OCC)C>[C:1]1([C:7]([C:9]2[CH:14]=[CH:13][N:12]=[CH:11][C:10]=2[S:26][CH2:22][C:20]([NH2:21])([CH2:23][CH3:24])[CH2:16][CH2:17][CH2:18][CH3:19])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

参加物

6

反応物 3

HCID 217099702-Butyl-2-ethylaziridineHCID 53442613Sodium hydrogen sulfide hydrateHCID 53761854(3-Chloropyridin-4-yl)(phenyl)methanone

生成物 1

HCID 18968812(+/-)-3-((2-Amino-2-ethylhexyl)thio)-4-pyridyl phenyl ketone収率 27.7%

試薬・触媒・溶媒 2

HCID 679Dimethyl Sulfoxide溶媒HCID 3283Diethyl Ether溶媒

実験手順

A mixture of the product from step (b) (4.3 g), 2-butyl-2-ethylaziridine (2.54 g, Synthetic Example 1(f)), and sodium hydrogen sulfide hydrate (1.48 g) in dimethylsulfoxide was stirred 48 hours at ambient temperature. The reaction mixture was diluted with diethyl ether and washed with aqueous sodium hydroxide, dried, filtered and evaporated to a yellow viscous oil. The oil was chromatographed on silica gel using ethyl acetate-ethanol (3:1) as eluant to give a yellow viscous oil (1.87 g). 1H NMR is consistent with proposed structure.

後処理

  1. washwashed with aqueous sodium hydroxide
  2. customdried
  3. filtrationfiltered
  4. customevaporated to a yellow viscous oil
  5. customThe oil was chromatographed on silica gel

出典と根拠

ORDレコード
ord-d849c3654b8d449889216ec5151aa393
出典データセット
uspto-grants-1998_10
特許番号
US05817652

反応ノート

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