Acryloyl chloride → 6-Acryloylaminonaphthalene-2-carboxylic acid

HRID 2178187Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2178187
[NH2:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([C:12]([OH:14])=[O:13])[CH:8]=2)[CH:3]=1.[C:15](Cl)(=[O:18])[CH:16]=[CH2:17]>CN(C=O)C.N1C=CC=CC=1.O>[C:15]([NH:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]=[C:7]([C:12]([OH:14])=[O:13])[CH:6]=[CH:5]2)(=[O:18])[CH:16]=[CH2:17]

Komponenten

6

Edukt 2

HCID 13140Acryloyl chlorideHCID 27339546-Aminonaphthalene-2-carboxylic acid

Produkt 1

HCID 598604226-Acryloylaminonaphthalene-2-carboxylic acidAusbeute 41,5 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 962WaterLösungsmittelHCID 1049PyridineLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a stirred solution of 2-Amino-6-naphthoic acid (0.3 g, 1.6 mmol) in DMF (2 mL) and pyridine (0.3 mL) was added at 0° C., acryloyl chloride (0.15 g, 1.6 mmol). The resulting mixture was allowed to come to rt and stirred further for 2 h. After that it was poured in water (5 mL) and the solid separated was filtered and dried under reduced pressure to get the desired product (160 mg, 41.5%) as a pale brown solid. This solid was used in the next step without further purification.

Aufarbeitung

  1. customto come to rt
  2. customthe solid separated
  3. filtrationwas filtered
  4. customdried under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-140a690b740c4dbda54287fedaa014ed
Quelldatensatz
uspto-grants-2015_06
Patentnummer
US09067929B2

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