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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 77754Erstellt: 24. Oktober 2026

N-methyl-2-pyrrolidone → 3-Iodo-N-(2-methoxy-1-methyl-ethyl)-5-nitro-benzamide

https://huagongshe.com/de/reaction/77754

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktN-methyl-2-pyrrolidoneHCID 13387—
Edukt1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Edukt1-HydroxybenzotriazoleHCID 75771—
Edukt3-Iodo-5-nitrobenzoic acidHCID 80580—
EduktMethoxyisopropylamineHCID 123458—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelDichloromethaneHCID 6344—
Produkt3-Iodo-N-(2-methoxy-1-methyl-ethyl)-5-nitro-benzamideHCID 5785131927,9%

Reaktionsschritte

EDCI (7.07 g, 36.9 mmol) was added in one portion to a stirred solution of 3-Iodo-5-nitro-benzoic acid (2.31 g, 24.6 mmol), HOBt (4.985 g, 36.9 mmol), 2-Amino-1-methoxypropane (2.73 ml, 24.6 mmol) and NMP (4.06 ml 36.9 mmol) in CH2Cl2 (120 ml) and DMF (10 ml) at 0° C. The reaction was allowed to warm to room temperature and was stirred over night. The reaction mixture was then washed with 2N NaOH, water, brine, and dried over Na2SO4. Solvent was removed in vacuo to give 2.50 g of 3-Iodo-N-(2-methoxy-1-methyl-ethyl)-5-nitro-benzamide as a yellow solid, MS (M+H)=365. This material was used without further purification.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08841336B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-6fb4a07699894e098ba180e9330902a7
Quellennotizuspto-grants-2014_09