Water → HCID 10448353、化合物

HRID 486691ノート

反応式

HRID 486691 の反応式
Cl.[CH3:2][C:3]1[CH:7]=[CH:6][S:5][C:4]=1[CH:8]([NH:23][CH3:24])[CH2:9][C:10]1[CH:15]=[CH:14][C:13]([C:16]([F:19])([F:18])[F:17])=[CH:12][C:11]=1[N+:20]([O-])=O.O>[Fe].C(O)C>[NH2:20][C:11]1[CH:12]=[C:13]([C:16]([F:17])([F:18])[F:19])[CH:14]=[CH:15][C:10]=1[CH2:9][CH:8]([C:4]1[S:5][CH:6]=[CH:7][C:3]=1[CH3:2])[NH:23][CH3:24]

参加物

5

反応物 2

HCID 962WaterHCID 22414508HCID 22414508、化合物

生成物 1

HCID 10448353HCID 10448353、化合物収率 77.1%

試薬・触媒・溶媒 2

HCID 23925Iron触媒HCID 702Ethanol溶媒

実験手順

A mixture of 3.3 g of α-(3-methyl-2-thienyl)-N-methyl-2-nitro-4-trifluoromethylbenzeneethanamine hydrochloride, 4.8 g of iron powder, 13 ml of water, 50 ml of 95% ethanol, and concentrated 350 μl hydrochloric acid was refluxed for 1.5 hrs. The mixture was filtered through Celite, the filter cake washed with water, and the organic phase of the filtrate was concentrated in vacuo. The residue was diluted with 50 ml of water and basified with 10% (aq) sodium hydroxide solution. The aqueous phase was extracted with dichloromethane, and the combined organic phase was dried over anhydrous sodium sulfate and concentrated. The residue was triturated with hexane to afford 2.1 g of product, mp 52°-54° C.

後処理

  1. concentrationconcentrated 350 μl hydrochloric acid
  2. temperaturewas refluxed for 1.5 hrs
  3. filtrationThe mixture was filtered through Celite
  4. washthe filter cake washed with water
  5. concentrationthe organic phase of the filtrate was concentrated in vacuo
  6. additionThe residue was diluted with 50 ml of water
  7. extractionThe aqueous phase was extracted with dichloromethane
  8. dry with materialthe combined organic phase was dried over anhydrous sodium sulfate
  9. concentrationconcentrated
  10. customThe residue was triturated with hexane

出典と根拠

ORDレコード
ord-dc7da99f302244888a0b425083cf3168
出典データセット
uspto-grants-1994_03
特許番号
US05292760

反応ノート

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