Acetic Acid → HCID 23445189, compound

HRID 1841259Notes

Reaction equation

HRID 1841259 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-dce20c1243a545f889fdb4ef959426b5
Source dataset
uspto-grants-2004_01
Patent number
US06683097B2

Reaction notes

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