Palmitoyl chloride → Ethyl 5-hexadecanamido-2-thiophenecarboxylate

HRID 850965

반응식

HRID 850965 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

HCID 20503665Ethyl 5-hexadecanamido-2-thiophenecarboxylate

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-00308c91a1db42839f8138bc8b686afc
출처 데이터셋
uspto-grants-1983_05
특허 번호
US04382143

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