Hydrazine hydrate (1:1) → HCID 20325502, compound

HRID 838984Notes

Reaction equation

HRID 838984 reaction equation
Br[CH:2]1[C:11]2[C:6](=[CH:7][C:8]([O:13][CH3:14])=[C:9]([OH:12])[CH:10]=2)[C:4](=O)[O:3]1.OC1C=C2C(=CC=1OC)C(=O)OC2.BrN1C(=O)CCC1=O.O.[NH2:37][NH2:38]>C(Cl)(Cl)Cl.C(O)(=O)C>[OH:12][C:9]1[CH:10]=[C:11]2[C:6](=[CH:7][C:8]=1[O:13][CH3:14])[C:4](=[O:3])[NH:38][N:37]=[CH:2]2

Participants

7

Reactant 4

HCID 24654Hydrazine hydrate (1:1)HCID 67184N-bromobutanimideHCID 18415048HCID 18415048, compoundHCID 20325509HCID 20325509, compound2×

Product 1

HCID 20325502HCID 20325502, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 6212ChloroformSolvent

Procedure

3-Bromo-5-hydroxy-6-methoxyphthalide may be prepared by treating 5-hydroxy-6-methoxyphthalide with N-bromosuccinimide in chloroform. Treatment of 3-bromo-5-hydroxy-6-methoxyphthalide with hydrazine hydrate in boiling aqueous acetic acid gives 6-hydroxy-7-methoxy-1(2H)-phthalazinone, which may be converted into the sulphate of the title compound by the general procedure of Example 1.

Sources & evidence

ORD record
ord-600c24c139904d82af18fc546d4403eb
Source dataset
uspto-grants-1978_06
Patent number
US04093725

Reaction notes

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