Dibromomethane → 1-(3-Bromo-phenyl)-2-[1,3]dithietan-2-ylidene-2-pyridin-4-yl-ethanone

HRID 38066

反応式

HRID 38066 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([C:8](=[O:16])[CH2:9][C:10]2[CH:15]=[CH:14][N:13]=[CH:12][CH:11]=2)[CH:5]=[CH:6][CH:7]=1.BrCBr.[C:20](=[S:22])=[S:21].[C:23]([O-])([O-])=O.[K+].[K+]>CS(C)=O>[Br:1][C:2]1[CH:3]=[C:4]([C:8](=[O:16])[C:9](=[C:20]2[S:22][CH2:23][S:21]2)[C:10]2[CH:11]=[CH:12][N:13]=[CH:14][CH:15]=2)[CH:5]=[CH:6][CH:7]=1

参加物

6

反応物 4

HCID 3024DibromomethaneHCID 6348Carbon DisulfideHCID 11430Potassium CarbonateHCID 539524231-(3-Bromophenyl)-2-(pyridin-4-yl)ethan-1-one

生成物 1

HCID 154859131-(3-Bromo-phenyl)-2-[1,3]dithietan-2-ylidene-2-pyridin-4-yl-ethanone収率 74%

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

実験手順

1-(3-Bromo-phenyl)-2-pyridin-4-yl-ethanone (150 mg, 0.54 mmol), dibromomethane (114 ul, 1.62 mmol) and carbon disulfide (77 ul, 1.62 mmol) were reacted at room temperature in dry DMSO in the presence of K2CO3 (225 mg, 1.62 mmol) for three hours. The reaction, evaporated to dryness, was worked up with water and ethyl acetate. The pooled organic extracts were washed with brine, dried over sodium sulphate and evaporated down. The crude material was purified by a quick elution with ethyl acetate through a pad of silica to give the clean product in 74% yield.

後処理

  1. customThe reaction
  2. customevaporated to dryness
  3. washThe pooled organic extracts were washed with brine
  4. dry with materialdried over sodium sulphate
  5. customevaporated down
  6. customThe crude material was purified by a quick elution with ethyl acetate through a pad of silica
  7. customto give the clean product in 74% yield

出典と根拠

ORDレコード
ord-9d9771a2591945309c5b19668224ff47
出典データセット
uspto-grants-2013_09
特許番号
US08524707B2

関連ノート

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