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Methanol → Methyl 1-(3-pyridylmethyl)-5-(1,3-dithiol-2-ylidene)-4,6-dioxopiperidine-3-carboxylate

HRID 977962
ノート
印刷プレビュー

反応式

HRID 977962 の反応式
[Na].CO.[S:4]1[CH:8]=[CH:7][S:6][C:5]1=[C:9]([C:15](=[O:30])[N:16]([CH2:23][C:24]1[CH:25]=[N:26][CH:27]=[CH:28][CH:29]=1)[CH2:17][CH2:18][C:19]([O:21][CH3:22])=[O:20])[C:10](OCC)=[O:11]>C1C=CC=CC=1>[N:26]1[CH:27]=[CH:28][CH:29]=[C:24]([CH2:23][N:16]2[C:15](=[O:30])[C:9](=[C:5]3[S:4][CH:8]=[CH:7][S:6]3)[C:10](=[O:11])[CH:18]([C:19]([O:21][CH3:22])=[O:20])[CH2:17]2)[CH:25]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 887MethanolHCID 5360545SodiumHCID 54216764ethyl 2-(1,3-dithiol-2-ylidene)-2-[N-(3-pyridylmethyl)-N-(methoxycarbonylethyl)carbamoyl]acetate

生成物 1

HCID 13934863Methyl 1-(3-pyridylmethyl)-5-(1,3-dithiol-2-ylidene)-4,6-dioxopiperidine-3-carboxylate収率 51%

試薬・触媒・溶媒 1

HCID 241Benzene溶媒

実験手順

Sodium (156 mg) is added to methanol (5ml) and thereto is added a solution of ethyl 2-(1,3-dithiol-2-ylidene)-2-[N-(3-pyridylmethyl)-N-(methoxycarbonylethyl)carbamoyl]acetate (2.21 g) in benzene (35 ml). The mixture is refluxed for 3 hours, and distilled to remove the solvent. The residue is dissolved in ethyl acetate, and the solution is washed with water, dried and then distilled to remove the solvent. The residue is recrystallized from a mixture of ethyl acetate and n-hexane to give methyl 1-(3-pyridylmethyl)-5-(1,3-dithiol-2-ylidene)-4,6-dioxopiperidine-3-carboxylate (1.0 g, 51%) as pale yellow needles, m.p. 111°-114° C.

後処理

  1. temperatureThe mixture is refluxed for 3 hours
  2. distillationdistilled
  3. customto remove the solvent
  4. dissolutionThe residue is dissolved in ethyl acetate
  5. washthe solution is washed with water
  6. customdried
  7. distillationdistilled
  8. customto remove the solvent
  9. customThe residue is recrystallized from a mixture of ethyl acetate and n-hexane

出典と根拠

ORDレコード
ord-341b238e83d549d2a2defab6dbedd54c
出典データセット
uspto-grants-1987_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04663319

反応ノート

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