Methanol → 4-(2-Methoxyethoxy)benzene-1,2-diamine
Reaction equation
[N+:1]([C:4]1[CH:10]=[CH:9][C:8]([O:11][CH2:12][CH2:13][O:14][CH3:15])=[CH:7][C:5]=1[NH2:6])([O-])=O.CO.C(=O)([O-])[O-].[Na+].[Na+].S(S([O-])=O)([O-])=O.[Na+].[Na+]>O>[NH2:1][C:4]1[CH:10]=[CH:9][C:8]([O:11][CH2:12][CH2:13][O:14][CH3:15])=[CH:7][C:5]=1[NH2:6]Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of 11 g. of 2-nitro-5-(2-methoxyethoxy) aniline, 220 ml. of methanol, 460 ml. of water, 40 g. sodium carbonate and 60 g. sodium hydrosulfite is refluxed for 15 minutes. The solution is concentrated, diluted with water and extracted with chloroform. Evaporation of the chloroform leaves 1,2-diamino-4-(2-methoxyethoxy) benzene as an oil, sufficiently pure for the next step.
Workup
- additionA mixture of 11 g
- concentrationThe solution is concentrated
- additiondiluted with water
- extractionextracted with chloroform
- customEvaporation of the chloroform
Sources & evidence
- ORD record
- ord-1bc0b32cd2d1475db84c7bfe7a8b0a26
- Source dataset
- uspto-grants-1978_03
- Patent number
- US04080461
Reaction notes
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