Acetic Acid → 2-Methoxy-4-(methylamino)-5-nitrophenol

HRID 579691Notes

Reaction equation

HRID 579691 reaction equation
[CH3:1][NH:2][C:3]1[CH:8]=[C:7]2[O:9][CH2:10][O:11][C:6]2=[CH:5][C:4]=1[N+:12]([O-:14])=[O:13].C[O-].[Na+].C(O)(=O)C>CO.O>[CH3:10][O:9][C:7]1[CH:8]=[C:3]([NH:2][CH3:1])[C:4]([N+:12]([O-:14])=[O:13])=[CH:5][C:6]=1[OH:11]

Participants

6

Reactant 3

HCID 176Acetic AcidHCID 10942334Sodium MethoxideHCID 13742671N-methyl-6-nitro-1,3-dioxaindan-5-amine

Product 1

HCID 137426772-Methoxy-4-(methylamino)-5-nitrophenol

Reagents, catalysts & solvents 2

HCID 887MethanolSolvent2×HCID 962WaterSolvent

Procedure

A solution of 0.1 mol (19.6 g) of 2-methylamino-4,5-methylenedioxy-1-nitrobenzene, prepared according to Example 3, in 80 ml of a 30% strength solution of sodium methylate in methanol is brought for 15 minutes to the refluxing temperature of the methanol. The reaction medium is diluted with 500 ml of water. After the filtrate has been neutralized with acetic acid, the expected product precipitates.

Workup

  1. customthe expected product precipitates

Sources & evidence

ORD record
ord-9264688154a34f7aa552f22b3eac3875
Source dataset
uspto-grants-1988_06
Patent number
US04749379

Reaction notes

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