Methyl iodide → 6-Nitro-o-anisidine
Reaction equation
[OH-].[K+].[NH2:3][C:4]1[C:9]([N+:10]([O-:12])=[O:11])=[CH:8][CH:7]=[CH:6][C:5]=1[OH:13].I[CH3:15]>CN(C=O)C>[CH3:15][O:13][C:5]1[CH:6]=[CH:7][CH:8]=[C:9]([N+:10]([O-:12])=[O:11])[C:4]=1[NH2:3]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
85% potassium hydroxide solution (11.7 g, 0.179 mol) is added to a solution of 25 g (0.162 mol) 2-amino-3-nitro-phenol in 200 mL DMF. Then 11.1 mL (0.178 mol) iodomethane are added dropwise and the mixture is stirred overnight at ambient temperature. The reaction mixture is poured onto ice and stirred for one hour. The precipitated product is filtered off, washed with water and dried.
Workup
- additionThe reaction mixture is poured onto ice
- stirringstirred for one hour
- filtrationThe precipitated product is filtered off
- washwashed with water
- customdried
Sources & evidence
- ORD record
- ord-256aa94f9e5847479f45c40f7a09c03e
- Source dataset
- uspto-grants-2008_09
- Patent number
- US07429583B2
Reaction notes
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