2-Naphthol → (Naphthalen-2-yl)hydrazine

HRID 1290148

Reaction equation

HRID 1290148 reaction equation
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1O.[NH2:12][NH2:13]>>[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[NH:12][NH2:13]

Participants

3

Reactant 2

HCID 86632-NaphtholHCID 9321Hydrazine

Product 1

HCID 407448(Naphthalen-2-yl)hydrazine

Conditions

Temperature
85 °C

Procedure

57.6 g (0.4 mol) of 2-naphthol and 200 ml of hydrazine (4 mol) are introduced into a 500 ml autoclave. The mixture is stirred at 85° C. at a pressure of 60 bar for approximately 100 hours. The reaction medium is subsequently extracted with dichloromethane. The organic phase is washed with 10% sodium hydroxide, then with water and finally with brine; it is dried over magnesium sulphate. After filtration and evaporation under vacuum, 50.6 g (80%) of product are obtained, the melting point of which is 124° C. (alcohol/water).

Workup

  1. extractionThe reaction medium is subsequently extracted with dichloromethane
  2. washThe organic phase is washed with 10% sodium hydroxide
  3. dry with materialit is dried over magnesium sulphate
  4. filtrationAfter filtration and evaporation under vacuum, 50.6 g (80%) of product
  5. customare obtained
  6. customis 124° C.

Sources & evidence

ORD record
ord-8981c06870b2477f9d10353bdfab6b67
Source dataset
uspto-grants-1998_05
Patent number
US05750722

Linked notes

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