Acetic Acid → HCID 23445195, compound

HRID 433624Notes

Reaction equation

HRID 433624 reaction equation
[I:1][C:2]1[CH:3]=[C:4]([CH:6]=[CH:7][CH:8]=1)[NH2:5].[CH:9](OCC)(OCC)OCC.[N+:19]([CH2:22]C(OCC)=O)([O-])=O.[C:28]([OH:31])(=[O:30])[CH3:29]>[Fe]>[I:1][C:2]1[CH:3]=[C:4]([N:5]2[CH:9]=[C:29]([C:28]([OH:31])=[O:30])[N:19]=[CH:22]2)[CH:6]=[CH:7][CH:8]=1

Participants

6

Reactant 4

HCID 176Acetic Acid2×HCID 122713-IodoanilineHCID 31214Ethyl orthoformate2×HCID 69379Ethyl nitroacetate

Product 1

HCID 23445195HCID 23445195, compound

Reagents, catalysts & solvents 1

HCID 23925IronCatalyst

Procedure

Following the general method described in example 234, 3-iodoaniline 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 an off-white crystalline solid. Mp. 229-230° C. (H2O/dioxane), MS: m/e=313(M-H−).

Sources & evidence

ORD record
ord-1004290e68c04399ae04f38afbc86801
Source dataset
uspto-grants-2003_12
Patent number
US06667335B2

Reaction notes

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