Acetic Acid → HCID 23445189, compound

HRID 397933Notes

Reaction equation

HRID 397933 reaction equation
[F:1][CH:2]([F:11])[O:3][C:4]1[CH:5]=[C:6]([CH:8]=[CH:9][CH:10]=1)[NH2:7].[CH:12](OCC)(OCC)OCC.[N+:22]([CH2:25]C(OCC)=O)([O-])=O.[C:31]([OH:34])(=[O:33])[CH3:32]>[Fe]>[F:1][CH:2]([F:11])[O:3][C:4]1[CH:5]=[C:6]([N:7]2[CH:12]=[C:32]([C:31]([OH:34])=[O:33])[N:22]=[CH:25]2)[CH:8]=[CH:9][CH:10]=1

Participants

6

Reactant 4

HCID 176Acetic Acid2×HCID 31214Ethyl orthoformate2×HCID 69379Ethyl nitroacetateHCID 27741103-(Difluoromethoxy)aniline

Product 1

HCID 23445189HCID 23445189, compound

Reagents, catalysts & solvents 1

HCID 23925IronCatalyst

Procedure

Following the general method described in example 234, 3-(difluoromethoxy)aniline was reacted with triethyl orthoformate, ethyl nitroacetate and acetic acid followed by treatment with triethyl orthoformate, iron and acetic acid and subsequent alkaline hydrolysis. The title compound was obtained as a light brown crystalline solid. Mp. 190-191° C. (H2O/dioxane), MS: m/e=253 (M−H−).

Sources & evidence

ORD record
ord-e2cc1e4cbe284a728ccdd23177ab897c
Source dataset
uspto-grants-2003_08
Patent number
US06610723B2

Reaction notes

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