1-Naphthylamine → Hydrazine, 1-naphthalenyl-

HRID 1737915ノート

反応式

HRID 1737915 の反応式
[N:1]([O-])=O.[Na+].[C:5]1([NH2:15])[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH:8]=[CH:7][CH:6]=1>O.Cl>[C:5]1([NH:15][NH2:1])[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH:8]=[CH:7][CH:6]=1

参加物

5

反応物 2

HCID 86401-NaphthylamineHCID 23668193Sodium Nitrite

生成物 1

HCID 75240Hydrazine, 1-naphthalenyl-

試薬・触媒・溶媒 2

HCID 313Hydrochloric Acid溶媒2 回HCID 962Water溶媒

実験手順

Sodium nitrite (4.8 g) in water (20 ml) was added over 15 minutes to a stirred ice-cold suspension of 1-naphthylamine (9.58 g) in 6M hydrochloric acid (80 ml). After an additional 30 minutes in the ice bath, stannous chloride (44.5 g) in 6M hydrochloric acid (80 ml) was added slowly and the resulting suspension was stirred at 0° for 3 hr. The resulting solid was filtered off and dissolved in a mixture of 40% potassium hydroxide solution (100 ml) and ethyl acetate (150 ml). The organic layer was separated and the aqueous layer was extracted with ethyl acetate (3×100 ml). The combined organic extracts were dried and concentrated under reduced pressure to afford the title compound as a purple solid (10.58 g Rf =0.1 in EA/CH (1/4)).

後処理

  1. filtrationThe resulting solid was filtered off
  2. dissolutiondissolved in a mixture of 40% potassium hydroxide solution (100 ml) and ethyl acetate (150 ml)
  3. customThe organic layer was separated
  4. extractionthe aqueous layer was extracted with ethyl acetate (3×100 ml)
  5. customThe combined organic extracts were dried
  6. concentrationconcentrated under reduced pressure
  7. customto afford the title compound as a purple solid (10.58 g Rf =0.1 in EA/CH (1/4))

出典と根拠

ORDレコード
ord-7390330535d040bdae6666158b4da91a
出典データセット
uspto-grants-1999_10
特許番号
US05962496

反応ノート

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