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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1926195Erstellt: 25. Oktober 2026

Triethylamine → 6-(2-(9H-fluoren-9-ylidene)acetamido)-N-(2-amino-4-methylphenyl)hexanamide

https://huagongshe.com/reaction/1926195

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
Edukt3,4-DiaminotolueneHCID 10332—
Edukt1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Edukt6-(2-(9H-fluoren-9-ylidene)acetamido)hexanoic acidHCID 57495416—
EduktHCID 178418300HCID 178418300—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelSodium chloride; waterHCID 57417360—
Produkt6-(2-(9H-fluoren-9-ylidene)acetamido)-N-(2-amino-4-methylphenyl)hexanamideHCID 4454034184%

Reaktionsschritte

6-(2-(9H-fluoren-9-ylidene)acetamido)hexanoic acid (335 mg, 1 mmol), and 8 ml of DMF were stirred at room temperature while 1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (394 mg, 2 mmol), hydroxy-benzotriazole (162 mg, 1.2 mmol), triethylamine (404 mg, 4 mmol) and 4-methyl-o-phenylenediamine (146 mg, 1.2 mmol) were added. The mixture was stirred for 24 hours at room temperature. The mixture was diluted with 400 mL of brine. The solids were collected by vacuum filtration, washed with water and dried under vacuum to give the title compound (369 mg, 84% yield) as a brown solid. 1H NMR (DMSO-d6) δ1.39 (m, 2H, CH2), 1.57 (m, 2H, CH2), 1.63 (m, 2H, CH2), 2.11 (s, 3H, CH3), 2.31 (t, J=8.0 Hz, 2H, CH2CO), 3.27 (m, 2H, NCH2), 4.72 (s, 2H, benzene-NH2), 6.31 (d, J=8.0 Hz, 1H, Ar—H), 6.61 (s, 1H, Ar—H), 6.99 (d, J=8.0 Hz, 1H, Ar—H), 7.08 (s, 1H, ═CH—CO), 7.33 (m, 2H, Ar—H), 7.40 (m, 2H, Ar—H), 7.76 (d, J=8.0 Hz, 1H, Ar—H), 7.82 (m, 2H, Ar—H), 8.53 (t, J=4.0 Hz, 1H, CONH), 8.69 (d, J=8.0 Hz, 1H, Ar—H), 9.08 (s, 1H, benzene-NH). LC-MS (m/z) 440 (M+1).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08178577B2
Quelldatensatzuspto-grants-2012_05
ORD IDord-a3aa1803a68c452c88e05a805aabbab9
Quellennotizuspto-grants-2012_05