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2-Methoxyaniline → 2-Methoxyformanilide

HRID 916288
Notes
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Reaction equation

HRID 916288 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:8]=1[N+:9]([O-])=O.[CH3:12][O:13]C1C(N)=CC=CC=1>[O-2].[V+5].[O-2].[O-2].[O-2].[O-2].[V+5]>[CH:12]([NH:9][C:8]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[O:2][CH3:1])=[O:13]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 70002-MethoxyanilineHCID 70482-Nitroanisole

Product 1

HCID 2435812-MethoxyformanilideYield 24.8%

Reagents, catalysts & solvents 1

HCID 178419084HCID 178419084, compoundCatalyst

Procedure

The procedure of Example 4 was repeated using o-nitroanisole (4 mmol, 0.55 g) as starting material and vanadium(v) oxide (2.3 mg) instead of sodium molybdate dihydrate. After 2.5 h at 90-95° C. a yield of 24.8% of o-formoanisidide was obtained. o-Anisidine (62.8%) was found to be the main product.

Workup

  1. customAfter 2.5 h at 90-95° C. a yield of 24.8% of o-formoanisidide was obtained

Sources & evidence

ORD record
ord-bc26d3108f42421e9d4cda553a606bfd
Source dataset
uspto-grants-2007_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07268255B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes