Sodium hydride → 2-[4-(4-Chlorophenyl)-1-piperazinyl]-ethyl 3-(8-trifluoromethyl 4-quinolylamino)-2-thiophene-carboxylate

HRID 838948ノート

反応式

HRID 838948 の反応式
[F:1][C:2]([F:24])([F:23])[C:3]1[CH:4]=[CH:5][CH:6]=[C:7]2[C:12]=1[N:11]=[CH:10][CH:9]=[C:8]2[NH:13][C:14]1[CH:18]=[CH:17][S:16][C:15]=1[C:19]([O:21][CH3:22])=[O:20].[Cl:25][C:26]1[CH:31]=[CH:30][C:29]([N:32]2[CH2:37][CH2:36][N:35]([CH2:38]CO)[CH2:34][CH2:33]2)=[CH:28][CH:27]=1.[H-].[Na+]>C1(C)C=CC=CC=1>[F:24][C:2]([F:1])([F:23])[C:3]1[CH:4]=[CH:5][CH:6]=[C:7]2[C:12]=1[N:11]=[CH:10][CH:9]=[C:8]2[NH:13][C:14]1[CH:18]=[CH:17][S:16][C:15]=1[C:19]([O:21][CH2:22][CH2:38][N:35]1[CH2:34][CH2:33][N:32]([C:29]2[CH:30]=[CH:31][C:26]([Cl:25])=[CH:27][CH:28]=2)[CH2:37][CH2:36]1)=[O:20]

参加物

5

反応物 3

HCID 24758Sodium hydrideHCID 2582112-[4-(4-Chlorophenyl)piperazin-1-yl]ethanolHCID 15916787Methyl 3-(8-trifluoromethyl-4-quinolylamino)-2-thiophene-carboxylate

生成物 1

HCID 203254662-[4-(4-Chlorophenyl)-1-piperazinyl]-ethyl 3-(8-trifluoromethyl 4-quinolylamino)-2-thiophene-carboxylate収率 76.7%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒2 回

反応条件

温度
60 °C

実験手順

A mixture of 7.04 g of methyl 3-(8-trifluoromethyl-4-quinolylamino)-2-thiophene-carboxylate, 5.5 g of 4-(4-chlorophenyl)-1-piperazine ethanol and 50 ml of anhydrous toluene was refluxed for an hour while passing condensed toluene through a column filled with siliporite and after cooling the mixture to 60° C, 150 ml of sodium hydride were added. The mixture was refluxed with stirring for 16 hours and the toluene was distilled. The residue was extracted with methylene chloride, was washed and dried. The product was crystallized from 95% ethanol, iced and vacuum filtered. The precipitate was washed with ethanol and dried to obtain 8.6 g of 2-[4-(4-chlorophenyl)-1-piperazinyl]-ethyl 3-(8-trifluoromethyl 4-quinolylamino)-2-thiophene-carboxylate melting at 155° C.

後処理

  1. temperaturewas refluxed for an hour
  2. additionfilled with siliporite and
  3. temperatureThe mixture was refluxed
  4. distillationthe toluene was distilled
  5. extractionThe residue was extracted with methylene chloride
  6. washwas washed
  7. customdried
  8. customThe product was crystallized from 95% ethanol
  9. filtrationiced and vacuum filtered
  10. washThe precipitate was washed with ethanol
  11. customdried

出典と根拠

ORDレコード
ord-cdb6d4f942434e97a4b5e05c05f13702
出典データセット
uspto-grants-1978_06
特許番号
US04093724

反応ノート

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