Anthranilamide → HCID 57737846, Verbindung

HRID 1685486Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1685486
[Br:1][C:2]1[S:3][CH:4]=[C:5]([C:7]([OH:9])=O)[N:6]=1.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.[NH2:34][C:35]1[CH:43]=[CH:42][CH:41]=[CH:40][C:36]=1[C:37]([NH2:39])=[O:38].C(N(CC)C(C)C)(C)C>CN(C)C=O>[NH2:39][C:37]([C:36]1[CH:40]=[CH:41][CH:42]=[CH:43][C:35]=1[NH:34][C:7]([C:5]1[N:6]=[C:2]([Br:1])[S:3][CH:4]=1)=[O:9])=[O:38]

Komponenten

6

Edukt 4

HCID 6942AnthranilamideHCID 81531DiisopropylethylamineHCID 27632092-Bromo-1,3-thiazole-4-carboxylic acidHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)

Produkt 1

HCID 57737846HCID 57737846, VerbindungAusbeute 89,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

2-Bromo-4-thiazolecarboxylic acid (1 g), HATU (2.01 g) and 2-aminobenzamide (0.65 g) are introduced into N,N-dimethylformamide (DMF) (20 ml). The mixture is cooled with an ice bath, and N,N-diisopropylethylamine (0.90 ml) is added. The reaction mixture is stirred at room temperature for 6 days, poured into ice-water and allowed to thaw with stirring, and the precipitated solid is filtered off with suction, washed twice with water, twice with diethyl ether and dried in vacuo. Intermediate VI.1 is obtained as a solid (1.4 g).

Aufarbeitung

  1. temperatureThe mixture is cooled with an ice bath
  2. stirringwith stirring
  3. filtrationthe precipitated solid is filtered off with suction
  4. washwashed twice with water, twice with diethyl ether
  5. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-0b89876f04ad4d0392c42ba2c28c30d4
Quelldatensatz
uspto-grants-2012_04
Patentnummer
US08148411B2

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