Sodium hydride → ethyl 2-(1,3-dithiol-2-ylidene)-2-(N-benzylcarbamoyl)acetate

HRID 977954ノート

反応式

HRID 977954 の反応式
[H-].[Na+].[CH2:3]([NH:10][C:11]([CH2:13][C:14]([O:16][CH2:17][CH3:18])=[O:15])=[O:12])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[I-].CS[C:22]1[S:26][CH:25]=[CH:24][S+:23]=1>COCCOC>[S:23]1[CH:24]=[CH:25][S:26][C:22]1=[C:13]([C:11](=[O:12])[NH:10][CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)[C:14]([O:16][CH2:17][CH3:18])=[O:15]

参加物

5

反応物 3

HCID 24758Sodium hydrideHCID 11379032Ethyl 3-(benzylamino)-3-oxopropanoateHCID 19751531(2H-1,3-Dithiol-2-ylidene)(methyl)sulfanium iodide

生成物 1

HCID 20204019ethyl 2-(1,3-dithiol-2-ylidene)-2-(N-benzylcarbamoyl)acetate収率 40.9%

試薬・触媒・溶媒 1

HCID 80711,2-Dimethoxyethane溶媒2 回

実験手順

Sodium hydride (a 60% of dispersion in oil) (189 mg) is suspended in 1,2-dimethoxyethane (20 ml), and the mixture is cooled with ice-water. A solution of ethyl (N-benzylcarbamoyl)acetate (1.002 g) in 1,2-dimethoxyethane (23 ml) is added dropwise to the mixture. The mixture is stirred for 30 minutes. Then, 2-methylthio-1,3-dithiolium iodide (1.309 g) is added to the mixture, and the mixture is stirred at room temperature for 2 hours and then at 40° C. to 50° C. for one hour. After cooling, the mixture is poured into ice-water, and the aqueous solution is extracted with ethyl acetate. The extract is washed with water, dried and then evaporated to remove the solvent. The residue thus obtained is treated in the same manner as described in Example 22-(2), whereby ethyl 2-(1,3-dithiol-2-ylidene)-2-(N-benzylcarbamoyl)acetate (595 mg) is obtained.

後処理

  1. stirringthe mixture is stirred at room temperature for 2 hours
  2. waitat 40° C. to 50° C. for one hour
  3. temperatureAfter cooling
  4. extractionthe aqueous solution is extracted with ethyl acetate
  5. washThe extract is washed with water
  6. customdried
  7. customevaporated
  8. customto remove the solvent
  9. customThe residue thus obtained
  10. additionis treated in the same manner

出典と根拠

ORDレコード
ord-948062e51cce46d1968bb5d32903a350
出典データセット
uspto-grants-1987_05
特許番号
US04663319

反応ノート

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