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Hydrochloric Acid → 6-(4-Chloro-3-trifluoromethyl-phenoxy)-5-methyl-pyridin-3-ylamine

HRID 508469
ノート
印刷プレビュー

反応式

HRID 508469 の反応式
C(O)C.Cl.[Cl:5][C:6]1[CH:22]=[CH:21][C:9]([O:10][C:11]2[C:16]([CH3:17])=[CH:15][C:14]([N+:18]([O-])=O)=[CH:13][N:12]=2)=[CH:8][C:7]=1[C:23]([F:26])([F:25])[F:24]>[Fe].O>[Cl:5][C:6]1[CH:22]=[CH:21][C:9]([O:10][C:11]2[N:12]=[CH:13][C:14]([NH2:18])=[CH:15][C:16]=2[CH3:17])=[CH:8][C:7]=1[C:23]([F:26])([F:24])[F:25]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 581534322-(4-Chloro-3-trifluoromethyl-phenoxy)-3-methyl-5-nitro-pyridine

生成物 1

HCID 581533506-(4-Chloro-3-trifluoromethyl-phenoxy)-5-methyl-pyridin-3-ylamine収率 79.5%

試薬・触媒・溶媒 2

HCID 23925Iron触媒HCID 962
Water
溶媒

反応条件

温度
50 °C

実験手順

A 250 ml two-necked round-bottomed flask equipped with a KPG-stirrer, a thermometer and a reflux condenser is charged with ethanol (100 ml), water (10 ml), iron (3.11 g) and hydrochloric acid 37% (0.3 ml). The reaction mixture is heated at 50° C. 2-(4-chloro-3-trifluoromethyl-phenoxy)-3-methyl-5-nitro-pyridine (5.81 g) is added portionwise. The mixture was heated at reflux for 2 hours. After cooling the mixture to 50° C. it is filtered through celite. The filtrate is poured into water (200 ml) and extracted with ethylacetate (2×50 ml). The combined organic layers are washed with brine (100 ml), dried over sodium sulfate, filtered and the solvent is removed in vacuo to obtain 4.20 g of the compound as yellow solid (MP: 92-94° C.).

後処理

  1. customA 250 ml two-necked round-bottomed flask equipped with a KPG-stirrer
  2. temperatureThe mixture was heated
  3. temperatureat reflux for 2 hours
  4. temperatureAfter cooling the mixture to 50° C. it
  5. filtrationis filtered through celite
  6. additionThe filtrate is poured into water (200 ml)
  7. extractionextracted with ethylacetate (2×50 ml)
  8. washThe combined organic layers are washed with brine (100 ml)
  9. dry with materialdried over sodium sulfate
  10. filtrationfiltered
  11. customthe solvent is removed in vacuo

出典と根拠

ORDレコード
ord-2f776015ad2e4b9b8ac0e698e61ea644
出典データセット
uspto-grants-2015_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09096525B2

反応ノート

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