Water → 6-[(4-Chlorophenyl)sulfanyl]-3-pyridinylamine

HRID 444461ノート

反応式

HRID 444461 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][C:9]2[N:14]=[CH:13][C:12]([N+:15]([O-])=O)=[CH:11][CH:10]=2)=[CH:4][CH:3]=1.[Cl-].[NH4+].O>[Fe].C(O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([S:8][C:9]2[N:14]=[CH:13][C:12]([NH2:15])=[CH:11][CH:10]=2)=[CH:6][CH:7]=1

参加物

6

反応物 3

HCID 962WaterHCID 25517Ammonium ChlorideHCID 2800115HCID 2800115、化合物

生成物 1

HCID 28001276-[(4-Chlorophenyl)sulfanyl]-3-pyridinylamine

試薬・触媒・溶媒 2

HCID 23925Iron触媒HCID 702Ethanol溶媒

実験手順

6-(4-Chlorophenylthio)-3-nitropyridine (1.33 grams) was mixed with ammonium chloride (5.0 grams) in 5 ml. of water and about 50 ml. of 3A ethanol at 70°-80° C. Iron powder (3.0 grams) was added portionwise and the reaction mixture heated at 70°-80° C. with constant stirring, for 4 hours. The solution was filtered hot, solvents were removed, and the residue was washed with water; chloroform used to extract the compound was removed in vacuo. A thick oil was crystallized from ether-hexanes after passing through a flush with ethyl acetate on silica gel. The product precipitated as a white solid, yield 1.0 g., m.p. 55°-57°.

後処理

  1. customat 70°-80° C
  2. temperaturethe reaction mixture heated at 70°-80° C. with constant stirring, for 4 hours
  3. filtrationThe solution was filtered hot
  4. customsolvents were removed
  5. washthe residue was washed with water
  6. extractionto extract the compound
  7. customwas removed in vacuo
  8. customA thick oil was crystallized from ether-hexanes
  9. customa flush with ethyl acetate on silica gel
  10. customThe product precipitated as a white solid, yield 1.0 g

出典と根拠

ORDレコード
ord-7443d8a8676a4b9e9cd1821e6d452308
出典データセット
uspto-grants-1981_04
特許番号
US04264605

反応ノート

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