Hydrochloric Acid → (3-Methoxy-4-methylphenyl)hydrazine

HRID 256288Notes

Reaction equation

HRID 256288 reaction equation
[CH3:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][C:3]=1[O:9][CH3:10].[N:11]([O-])=O.[Na+].Cl>O>[CH3:1][C:2]1[CH:8]=[CH:7][C:5]([NH:6][NH2:11])=[CH:4][C:3]=1[O:9][CH3:10]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 278823-Methoxy-4-methylanilineHCID 23668193Sodium Nitrite

Product 1

HCID 21274219(3-Methoxy-4-methylphenyl)hydrazineYield 52.2%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The compound was prepared by a method analogous to that of Example 22, Step 1. The reaction of 100 g (0.73 mole) of 4-methyl-3-methoxyaniline and 50.5 g (0.73 mole) of sodium nitrite in the presence of 330 g (1.46 moles) of stannous chloride dihydrate, 1160 mL of concentrated hydrochloric acid and 250 mL of water gave 58.0 g of product as an oil.

Workup

  1. customThe compound was prepared by a method analogous to that of Example 22, Step 1

Sources & evidence

ORD record
ord-860cdcfb3fc44470aada35381ecdb384
Source dataset
uspto-grants-1987_10
Patent number
US04702763

Reaction notes

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