Ethyl Acetate → HCID 178518781, compound

HRID 2294198Notes

Reaction equation

HRID 2294198 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([Cl:18])[C:5]2[C:6]3[CH:15](O)[O:14][C:13](=O)[C:7]=3[C:8]([OH:12])=[N:9][C:10]=2[CH:11]=1.O.[NH2:20][NH2:21].C(OCC)(=O)C>CS(C)=O>[Cl:1][C:2]1[CH:3]=[C:4]([Cl:18])[C:5]2[C:6]3[CH:15]=[N:21][NH:20][C:13](=[O:14])[C:7]=3[C:8]([OH:12])=[N:9][C:10]=2[CH:11]=1

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 24654Hydrazine hydrate (1:1)HCID 178519219HCID 178519219, compound

Product 1

HCID 178518781HCID 178518781, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

2.05 g (0.0072 mol) of (RS)-7,9-dichloro-1,4-dihydroxy-1,3-dihydro-furo[3,4-c]quinolin-3-one were dissolved in 20 ml of dimethyl sulphoxide while gassing with argon. 0.36 g (0.0072 mol) of hydrazine hydrate was added thereto and the mixture was stirred at room temperature for 89 hrs. The suspension obtained was treated with ethyl acetate, suction filtered and rinsed with ethyl acetate. Yield: 0.62 g (31%) of 8,10-dichloro-5-hydroxy-3,4-dihydro-pyridazino[4,5-c]quinolin-4-one as beige crystals; m.p. >350° C.

Workup

  1. customThe suspension obtained
  2. filtrationfiltered
  3. washrinsed with ethyl acetate

Sources & evidence

ORD record
ord-dc019b0ddf8a42eca1e64497ecc677de
Source dataset
uspto-grants-1997_11
Patent number
US05688803

Reaction notes

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