Hydrochloric Acid → 2-(6-Chloro-3-pyridazinyl)phenol

HRID 1763236Notes

Reaction equation

HRID 1763236 reaction equation
[Cl:1][C:2]1[N:3]=[N:4][C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[O:14]C(=O)C)=[CH:6][CH:7]=1.[OH-].[Na+].C(O)C.Cl>O>[Cl:1][C:2]1[N:3]=[N:4][C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[OH:14])=[CH:6][CH:7]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14798Sodium HydroxideHCID 13530389HCID 13530389, compound

Product 1

HCID 30187332-(6-Chloro-3-pyridazinyl)phenolYield 97.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 3-chloro-6-(2-acetoxyphenyl)pyridazine (23.1 g), aqueous sodium hydroxide (2N, 56 ml) and ethanol (10 ml) was stirred at room temperature for 1 hour. The mixture was diluted with an equal volume of water, adjusted to pH 2 with concentrated hydrochloric acid and was filtered to give 3-chloro-6-(2-hydroxyphenyl)pyridazine (18.7 g) m.p. 187.5°-188.5°. A sample recrystallised from ethanol had m.p. 187.5°-188.5°.

Workup

  1. filtrationwas filtered

Sources & evidence

ORD record
ord-ff1565d9f2224879833c2e28263c3c84
Source dataset
uspto-grants-1978_09
Patent number
US04111935

Reaction notes

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