Ethyl Acetate → 2-Cyclohexylthio-5-Aminopyridine

HRID 46468ノート

反応式

HRID 46468 の反応式
[CH:1]1([S:7][C:8]2[CH:13]=[CH:12][C:11]([N+:14]([O-])=O)=[CH:10][N:9]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[Cl-].[NH4+].C(OCC)(=O)C>[Fe].O>[CH:1]1([S:7][C:8]2[CH:13]=[CH:12][C:11]([NH2:14])=[CH:10][N:9]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

参加物

6

反応物 3

HCID 8857Ethyl AcetateHCID 25517Ammonium ChlorideHCID 203873472-Cyclohexylthio-5-nitropyridine

生成物 1

HCID 203873532-Cyclohexylthio-5-Aminopyridine

試薬・触媒・溶媒 2

HCID 23925Iron触媒2 回HCID 962Water溶媒

実験手順

2-Cyclohexylthio-5-nitropyridine (13.4 grams) was added to a suspension of 50 grams of ammonium chloride and 20 grams of powdered iron in a mixture of 220 ml. of ethyl acetate and 30 ml. of water. The reaction mixture was refluxed for 6 hours. TLC indicated some starting material remained. Additional powdered iron (10 grams) was added and the reaction mixture refluxed for another 2 hours. TLC indicated no starting material remaining. The reaction mixture was filtered, taken up in chloroform, washed with water, dried, and evaporated. The main product residue was crystallized from ethyl acetate-hexanes, 8.4 grams of tan crystals; a second crop was crystalled from chloroform-hexanes with charcoal, 0.8 gram. The second crop was analyzed as follows:

後処理

  1. temperatureThe reaction mixture was refluxed for 6 hours
  2. temperaturethe reaction mixture refluxed for another 2 hours
  3. filtrationThe reaction mixture was filtered
  4. washwashed with water
  5. customdried
  6. customevaporated
  7. customThe main product residue was crystallized from ethyl acetate-hexanes, 8.4 grams of tan crystals

出典と根拠

ORDレコード
ord-f0265b4931ed447fbfc1d0680ebb450b
出典データセット
uspto-grants-1979_11
特許番号
US04173639

反応ノート

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