1-Naphthylamine → Hydrazine, 1-naphthalenyl-

HRID 1737915

반응식

HRID 1737915 반응식
[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

참가 물질

5

반응물 2

HCID 86401-NaphthylamineHCID 23668193Sodium Nitrite

생성물 1

HCID 75240Hydrazine, 1-naphthalenyl-

시약·촉매·용매 2

HCID 313Hydrochloric Acid용매2회HCID 962Water용매

실험 절차

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)).

후처리

  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))

출처 및 근거

ORD 기록
ord-7390330535d040bdae6666158b4da91a
출처 데이터셋
uspto-grants-1999_10
특허 번호
US05962496

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