Methyl iodide → Benzoic Acid
Reaction equation
CNC=O.N([C:8]1[CH:9]=[C:10]([CH:14]=[CH:15][CH:16]=1)[C:11]([OH:13])=[O:12])=C=S.IC>CO>[C:11]([OH:13])(=[O:12])[C:10]1[CH:14]=[CH:15][CH:16]=[CH:8][CH:9]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 60 °C
Procedure
To 4-[3-amino-4-(methylamino)phenoxy](2-pyridyl)}-N-methylcarboxamide (1 eq) in methanol was added 3-isothiocyanatobenzoic acid (1 eq) and stirred at 60° C. for 3 h. To it was then added iodomethane (1 eq) and heated to 60° C. for 3 h and concentrated the solvent and purified on silica gel to yield 3-({1-methyl-5-[2-(N-methylcarbamoyl)(4-pyridyloxy))]benzimidazol-2-yl}amino)benzoic acid. MS: MH+=417.
Workup
- concentrationconcentrated the solvent
- custompurified on silica gel
Sources & evidence
- ORD record
- ord-bf3d1cacbe2b4322bcf5fee1703039c8
- Source dataset
- uspto-grants-2010_06
- Patent number
- US07728010B2
Reaction notes
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