Palmitoyl chloride → Ethyl 5-hexadecanamido-2-thiophenecarboxylate

HRID 850965ノート

反応式

HRID 850965 の反応式
[NH2:1][C:2]1[S:6][C:5]([C:7]([O:9][CH2:10][CH3:11])=[O:8])=[CH:4][CH:3]=1.C(N(CC)CC)C.[C:19](Cl)(=[O:35])[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH3:34]>C(Cl)Cl>[C:19]([NH:1][C:2]1[S:6][C:5]([C:7]([O:9][CH2:10][CH3:11])=[O:8])=[CH:4][CH:3]=1)(=[O:35])[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH3:34]

参加物

5

反応物 3

HCID 8206Palmitoyl chlorideHCID 8471TriethylamineHCID 21585769Ethyl 5-aminothiophene-2-carboxylate

生成物 1

HCID 20503665Ethyl 5-hexadecanamido-2-thiophenecarboxylate

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of 8.6 g. of ethyl 5-amino-2-thiophenecarboxylate and 25 ml. of triethylamine in 100 ml. of methylene chloride is added dropwise 16.5 g. of palmitoyl chloride. The reaction mixture is stirred for 20 hours. Evaporation affords an oil. A methylene chloride solution of the oil is filtered and the filtrate passed through Magnesol. Removal of the solvent by evaporation yields a solid which is recrystallized from hexane. A second recrystallization from carbon tetrachloride affords the product.

後処理

  1. customEvaporation
  2. customaffords an oil
  3. filtrationA methylene chloride solution of the oil is filtered
  4. customRemoval of the solvent
  5. customby evaporation
  6. customyields a solid which
  7. customis recrystallized from hexane
  8. customA second recrystallization from carbon tetrachloride
  9. customaffords the product

出典と根拠

ORDレコード
ord-00308c91a1db42839f8138bc8b686afc
出典データセット
uspto-grants-1983_05
特許番号
US04382143

反応ノート

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