Acetic Acid → HCID 23445189, compound

HRID 433628Notes

Reaction equation

HRID 433628 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-1c7438ed1d6a4ebcb9775e295e61a40f
Source dataset
uspto-grants-2003_12
Patent number
US06667335B2

Reaction notes

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