Acetic Acid → HCID 23445202, compound

HRID 433614Notes

Reaction equation

HRID 433614 reaction equation
[CH:1]([C:4]1[CH:5]=[C:6]([CH:8]=[CH:9][CH:10]=1)[NH2:7])([CH3:3])[CH3:2].[CH:11](OCC)(OCC)OCC.[N+:21]([CH2:24]C(OCC)=O)([O-])=O.[C:30]([OH:33])(=[O:32])[CH3:31]>[Fe]>[CH:1]([C:4]1[CH:5]=[C:6]([N:7]2[CH:11]=[C:31]([C:30]([OH:33])=[O:32])[N:21]=[CH:24]2)[CH:8]=[CH:9][CH:10]=1)([CH3:3])[CH3:2]

Participants

6

Reactant 4

HCID 176Acetic Acid2×HCID 31214Ethyl orthoformate2×HCID 69379Ethyl nitroacetateHCID 4586793-Isopropylaniline

Product 1

HCID 23445202HCID 23445202, compound

Reagents, catalysts & solvents 1

HCID 23925IronCatalyst

Procedure

Following the general method described in example 234, 3-isopropylaniline 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. >122° C. dec. (H2O/dioxane), MS: m/e=231 (M+H+).

Sources & evidence

ORD record
ord-6c8165dacb284cd28f6e1272f9158637
Source dataset
uspto-grants-2003_12
Patent number
US06667335B2

Reaction notes

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