Acetic Acid → HCID 23445194, compound

HRID 433621Notes

Reaction equation

HRID 433621 reaction equation
[CH3:1][S:2][C:3]1[CH:4]=[C:5]([CH:7]=[CH:8][CH:9]=1)[NH2:6].[CH:10](OCC)(OCC)OCC.[N+:20]([CH2:23]C(OCC)=O)([O-])=O.[C:29]([OH:32])(=[O:31])[CH3:30]>[Fe]>[CH3:1][S:2][C:3]1[CH:4]=[C:5]([N:6]2[CH:10]=[C:30]([C:29]([OH:32])=[O:31])[N:20]=[CH:23]2)[CH:7]=[CH:8][CH:9]=1

Participants

6

Reactant 4

HCID 176Acetic Acid2×HCID 15693Benzenamine, 3-(methylthio)-HCID 31214Ethyl orthoformate2×HCID 69379Ethyl nitroacetate

Product 1

HCID 23445194HCID 23445194, compound

Reagents, catalysts & solvents 1

HCID 23925IronCatalyst

Procedure

Following the general method described in example 234, 3-(methylthio)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 grey crystalline solid. Mp. 190-192° C. (H2O/dioxane), MS: m/e=234 (M+).

Sources & evidence

ORD record
ord-e0e89c22dafd435b9479628bf8426f6b
Source dataset
uspto-grants-2003_12
Patent number
US06667335B2

Reaction notes

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