Hydrazine hydrate (1:1) → HCID 178518780, compound

HRID 2294195Notes

Reaction equation

HRID 2294195 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][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.[NH2:19][NH2:20]>CS(C)=O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[C:6]3[CH:15]=[N:20][NH:19][C:13](=[O:14])[C:7]=3[C:8]([OH:12])=[N:9][C:10]=2[CH:11]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 178519218HCID 178519218, compound

Product 1

HCID 178518780HCID 178518780, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

2.0 g (0.0079 mol) of (RS)-7-chloro-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. 0.40 g (0.0062 mol) of hydrazine hydrate was added thereto and the mixture was stirred at room temperature for 90 hrs. The suspension obtained was suction filtered and rinsed with ethyl acetate. Yield: 1.21 g (61%) of 8-chloro-5-hydroxy-3,4-dihydropyridazino[4,5-c]quinolin-4-one as yellow crystals; m.p. >350° C.

Workup

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

Sources & evidence

ORD record
ord-95f20b0f38094532926263b4f7a3219a
Source dataset
uspto-grants-1997_11
Patent number
US05688803

Reaction notes

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