2,5-Dihydroxybenzoic acid → 3-Hydrazino-5,6,7,8-tetrahydro-6-(4-phenylbutyryl)pyrido[4,3-c]pyridazine

HRID 1075909Notes

Reaction equation

HRID 1075909 reaction equation
Cl[C:2]1[N:7]=[N:6][C:5]2[CH2:8][CH2:9][N:10]([C:12](=[O:22])[CH2:13][CH2:14][CH2:15][C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[CH2:11][C:4]=2[CH:3]=1.O.[NH2:24][NH2:25].C1C(O)=CC(C(O)=O)=C(O)C=1>O1CCOCC1>[NH:24]([C:2]1[N:7]=[N:6][C:5]2[CH2:8][CH2:9][N:10]([C:12](=[O:22])[CH2:13][CH2:14][CH2:15][C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[CH2:11][C:4]=2[CH:3]=1)[NH2:25]

Participants

5

Reactant 3

HCID 34692,5-Dihydroxybenzoic acidHCID 24654Hydrazine hydrate (1:1)HCID 204415673-Chloro-5,6,7,8-tetrahydro-6-(4-phenylbutyryl)pyrido[4,3-c]pyridazine

Product 1

HCID 125826973-Hydrazino-5,6,7,8-tetrahydro-6-(4-phenylbutyryl)pyrido[4,3-c]pyridazine

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

11.8 g of 3-chloro-5,6,7,8-tetrahydro-6-(4-phenylbutyryl)pyrido[4,3-c]pyridazine and 60 cc of hydrazine hydrate are stirred at a bath temperature of 50° for 53 hours with the addition of 50 cc of dioxane. The mixture is worked up as described in Example 10. The gentisinate of the title compound has a M.P. of 203°-205° (decomp., from methanol/water 2:1).

Sources & evidence

ORD record
ord-06f60652871948b19fd5ebf238bbf34e
Source dataset
uspto-grants-1976_05
Patent number
US03954754

Reaction notes

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