3-Bromo-4-hydroxybenzaldehyde → 2-Bromo-4-(5-(trifluoromethyl)-2,3-dihydrobenzo[d]thiazol-2-yl)phenol

HRID 1748997

Reaktionsgleichung

Reaktionsgleichung von HRID 1748997
[NH2:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=[CH:4][C:3]=1[SH:12].[Br:13][C:14]1[CH:15]=[C:16]([CH:19]=[CH:20][C:21]=1[OH:22])[CH:17]=O>CN(C=O)C>[Br:13][C:14]1[CH:15]=[C:16]([CH:17]2[NH:1][C:2]3[CH:7]=[C:6]([C:8]([F:9])([F:10])[F:11])[CH:5]=[CH:4][C:3]=3[S:12]2)[CH:19]=[CH:20][C:21]=1[OH:22]

Komponenten

4

Edukt 2

HCID 763083-Bromo-4-hydroxybenzaldehydeHCID 880422-Amino-4-(trifluoromethyl)benzenethiol

Produkt 1

HCID 601946862-Bromo-4-(5-(trifluoromethyl)-2,3-dihydrobenzo[d]thiazol-2-yl)phenolAusbeute 10,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

In a DMF (3 mL) solvent, a solution including 2-amino-4-trifluoromethylbenzenethiol (100 mg, 0.44 mmol) and 3-bromo-4-hydroxybenzaldehyde (88.4 mg, 0.44 mmol) was heated at a temperature of 100° C. for 2.5 hours. After DMF was evaporated, the residual was distributed between methylene chloride and water, and an organic layer was evaporated. The produced solid was filtered, and washed with ethyl acetate to obtain a solid Compound 119.

Aufarbeitung

  1. customAfter DMF was evaporated
  2. customan organic layer was evaporated
  3. filtrationThe produced solid was filtered
  4. washwashed with ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-46b0224d80724a758a90847126765465
Quelldatensatz
uspto-grants-2015_10
Patentnummer
US09155690B2

Verknüpfte Notizen

Wird geladen…