4-Phenylbutyric Acid → N-(4-nitrophenyl)isoindoline-2-carboxamide

HRID 624119Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 624119
NC1C=CC([NH:8][C:9]([N:11]2[CH2:19][C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[CH2:12]2)=[O:10])=CC=1.C1(CCCC(O)=[O:30])C=CC=CC=1.O.[OH:33][N:34]1[C:38]2[CH:39]=[CH:40][CH:41]=[CH:42][C:37]=2N=N1.CN1CCOCC1.Cl.CN(C)CCCN=C=NCC>CN(C)C=O.O>[N+:34]([C:38]1[CH:37]=[CH:42][C:41]([NH:8][C:9]([N:11]2[CH2:19][C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[CH2:12]2)=[O:10])=[CH:40][CH:39]=1)([O-:33])=[O:30]

Komponenten

8

Edukt 5

HCID 47754-Phenylbutyric AcidHCID 79724-MethylmorpholineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 27960291-Hydroxybenzotriazole hydrateHCID 62231518N-(4-aminophenyl)isoindoline-2-carboxamide

Produkt 1

HCID 68754770N-(4-nitrophenyl)isoindoline-2-carboxamide

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A solution of N-(4-aminophenyl)isoindoline-2-carboxamide (100 mg, 0.395 mmol), 4-phenylbutanoic acid (78 mg, 0.474 mmol), 1-hydroxybenzotriazole hydrate (66.5 mg, 0.434 mmol) and N-methylmorpholine (0.109 ml, 0.987 mmol) in N,N-dimethylformamide (1.771 ml) at room temperature was treated with N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (136 mg, 0.711 mmol). The mixture was stirred overnight and diluted with water (10 ml); the resulting suspension was filtered with water washes to give after drying product with an impurity. This solid was suspended in 2% methanol/dichloromethane and filtered to provide the title compound.

Aufarbeitung

  1. filtrationthe resulting suspension was filtered with water
  2. customto give
  3. customafter drying product with an impurity
  4. filtrationfiltered

Quellen und Nachweise

ORD-Eintrag
ord-42a4c9cf6a484ac283009c3f3719d8e2
Quelldatensatz
uspto-grants-2016_04
Patentnummer
US09302989B2

Notizen zur Reaktion

Wird geladen…