4-Methyl-3-nitrobenzoyl chloride → 5-(4-Methyl-3-nitrobenzamido)-2-(naphthalen-2-ylamino)thiazole-4-carboxamide

HRID 512529

Reaktionsgleichung

Reaktionsgleichung von HRID 512529
[NH2:1][C:2]1[S:6][C:5]([NH:7][C:8]2[CH:17]=[CH:16][C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[CH:9]=2)=[N:4][C:3]=1[C:18]([NH2:20])=[O:19].[CH3:21][C:22]1[CH:30]=[CH:29][C:25]([C:26](Cl)=[O:27])=[CH:24][C:23]=1[N+:31]([O-:33])=[O:32]>N1C=CC=CC=1>[CH3:21][C:22]1[CH:30]=[CH:29][C:25]([C:26]([NH:1][C:2]2[S:6][C:5]([NH:7][C:8]3[CH:17]=[CH:16][C:15]4[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=4)[CH:9]=3)=[N:4][C:3]=2[C:18]([NH2:20])=[O:19])=[O:27])=[CH:24][C:23]=1[N+:31]([O-:33])=[O:32]

Komponenten

4

Edukt 2

HCID 663234-Methyl-3-nitrobenzoyl chlorideHCID 867033695-Amino-2-(naphthalen-2-ylamino)thiazole-4-carboxamide

Produkt 1

HCID 867033715-(4-Methyl-3-nitrobenzamido)-2-(naphthalen-2-ylamino)thiazole-4-carboxamideAusbeute 66 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel2×

Versuchsvorschrift

To a mixture of 5-amino-2-(naphthalen-2-ylamino)thiazole-4-carboxamide (0.2 g, 0.70 mmol) in pyridine (5 mL) was added a solution of 4-methyl-3-nitrobenzoyl chloride in pyridine (3 mL) at 0° C. under nitrogen atmosphere. The mixture was allowed to warm up to rt, and stirred for 16 hrs at rt. The solvent was evaporated, and the crude residue was suspended into EtOAc (20 mL). The resulting solids were collected by filtration and washed with MeOH (2×5 mL) to give 0.21 g (66% yield) of the titled compound.

Aufarbeitung

  1. customThe solvent was evaporated
  2. filtrationThe resulting solids were collected by filtration
  3. washwashed with MeOH (2×5 mL)

Quellen und Nachweise

ORD-Eintrag
ord-85ebdae6dd3244adadaa17d15c588fcb
Quelldatensatz
uspto-grants-2015_08
Patentnummer
US09102637B2

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