Formaldehyde → 5-(Dimethylamino)-2-nitrobenzoic acid

HRID 574314Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 574314
[C:1]([BH3-])#[N:2].[Na+].N[C:6]1[CH:7]=[CH:8][C:9]([N+:15]([O-:17])=[O:16])=[C:10]([CH:14]=1)[C:11]([OH:13])=[O:12].[CH2:18]=O.CO>C(#N)C>[CH3:18][N:2]([CH3:1])[C:6]1[CH:7]=[CH:8][C:9]([N+:15]([O-:17])=[O:16])=[C:10]([CH:14]=1)[C:11]([OH:13])=[O:12]

Komponenten

6

Edukt 4

HCID 712FormaldehydeHCID 887MethanolHCID 832985-Amino-2-nitrobenzoic acidHCID 5003444Sodium cyanoborohydride

Produkt 1

HCID 127157935-(Dimethylamino)-2-nitrobenzoic acidAusbeute 156,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

Sodium cyanoborohydride (690 mg, 10.99 mmol) was added portion wise to a mixture of 5-amino-2-nitro benzoic acid (500 mg, 2.74 mmol) and formaldehyde (40% aqueous, 2.5 mL, 83.33 mmol) in acetonitrile (10 mL) and the mixture was stirred for 16 hr. Methanol (10 mL) was added and the reaction mixture was evaporated in vacuo to afford 5-dimethylamino-2-nitro-benzoic acid (900 mg, 89%) as brownish yellow solid.

Aufarbeitung

  1. customthe reaction mixture was evaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-5a5fb0af64a84a809dbe606ffbe93547
Quelldatensatz
uspto-grants-2015_05
Patentnummer
US09034887B2

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