Hydrochloric Acid → Methyl 3-(6-aminopyridazin-4-yl)benzoate

HRID 407075Notes

Reaction equation

HRID 407075 reaction equation
Cl.C1(C(=[N:15][C:16]2[N:21]=[N:20][CH:19]=[C:18]([C:22]3[CH:23]=[C:24]([CH:29]=[CH:30][CH:31]=3)[C:25]([O:27][CH3:28])=[O:26])[CH:17]=2)C2C=CC=CC=2)C=CC=CC=1.C([O-])([O-])=O.[Na+].[Na+]>C1COCC1>[NH2:15][C:16]1[N:21]=[N:20][CH:19]=[C:18]([C:22]2[CH:23]=[C:24]([CH:29]=[CH:30][CH:31]=2)[C:25]([O:27][CH3:28])=[O:26])[CH:17]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 10340Sodium CarbonateHCID 86667185Methyl 3-{6-[(diphenylmethylene)amino]pyridazin-4-yl}benzoate

Product 1

HCID 67980189Methyl 3-(6-aminopyridazin-4-yl)benzoateYield 218.1%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

1.0 M HCl (2.0 mL) was added to a solution of methyl 3-{6-[(diphenylmethylene)amino]pyridazin-4-yl}benzoate (0.16 g, 0.40 mmol) in THF (4.0 mL) and then the reaction was stirred at r.t. for 1.5 h. The mixture was carefully neutralized with Na2CO3 (2.0 eq) and then concentrated under reduced pressure to give the crude product (0.20 g) which was directly used in the next reaction without further purification. LCMS (M+H)+: m/z=230.1

Workup

  1. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-ca1d88af2bcf43728a4c01ba018c8fa3
Source dataset
uspto-grants-2014_06
Patent number
US08754114B2

Reaction notes

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