Hydrazine hydrate (1:1) → HCID 2983803, compound

HRID 441835Notes

Reaction equation

HRID 441835 reaction equation
[Cl:1][C:2]1[CH:20]=[CH:19][C:5]([C:6]([C:8]2[C:9](O)=[CH:10][C:11]3[C:16]([CH:17]=2)=[CH:15][CH:14]=[CH:13][CH:12]=3)=O)=[CH:4][CH:3]=1.O.[NH2:22][NH2:23]>C(O)COCCO>[Cl:1][C:2]1[CH:20]=[CH:19][C:5]([C:6]2[C:8]3[C:9](=[CH:10][C:11]4[CH:12]=[CH:13][CH:14]=[CH:15][C:16]=4[CH:17]=3)[NH:23][N:22]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 11044253HCID 11044253, compound

Product 1

HCID 2983803HCID 2983803, compound

Reagents, catalysts & solvents 1

HCID 8117Diethylene GlycolSolvent

Procedure

A solution of 37 g. of the 3-(p-chlorobenzoyl)-2-naphthol of Step 2, above, in a mixture of 300 ml. of diethylene glycol and 75 ml. of hydrazine hydrate is refluxed for 4 hours. It is then cooled and poured on ice-water to yield a precipitate which is collected by filtration. This solid is crystallized from a mixture of methylene chloride (dichloromethane) and ether (1:3) to yield the title product, m.p. 192°.

Workup

  1. temperatureIt is then cooled
  2. additionpoured on ice-water
  3. customto yield a precipitate which
  4. filtrationis collected by filtration
  5. customThis solid is crystallized from a mixture of methylene chloride (dichloromethane) and ether (1:3)

Sources & evidence

ORD record
ord-e60d68a9ff984459946863e4049893bf
Source dataset
uspto-grants-1977_08
Patent number
US04042704

Reaction notes

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