Bromine → 4-Methoxy-7-(tetrahydro-pyran-4-yl)-benzothiazol-2-yl-amine

HRID 1582106Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1582106
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH:9]2[CH2:14][CH2:13][O:12][CH2:11][CH2:10]2)=[CH:5][C:4]=1[NH:15][C:16]([NH2:18])=[S:17].BrBr>C(Cl)(Cl)Cl>[CH3:1][O:2][C:3]1[C:4]2[N:15]=[C:16]([NH2:18])[S:17][C:5]=2[C:6]([CH:9]2[CH2:10][CH2:11][O:12][CH2:13][CH2:14]2)=[CH:7][CH:8]=1

Komponenten

4

Edukt 2

HCID 24408BromineHCID 22015747[2-Methoxy-5-(tetrahydro-pyran-4-yl)-phenyl]-thiourea

Produkt 1

HCID 220157354-Methoxy-7-(tetrahydro-pyran-4-yl)-benzothiazol-2-yl-amineAusbeute 49 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Versuchsvorschrift

To a stirred solution of 1.90 g (7.13 mmol) [2-methoxy-5-(tetrahydro-pyran-4-yl)-phenyl]-thiourea in 50 ml chloroform was added dropwise 0.37 ml (7.22 mmol) bromine and the mixture heated at reflux for 18 hours. The mixture was then concentrated in vacuo. The residue was recrystallised from ethyl acetate to afford 920 mg (49%) 4-methoxy-7-(tetrahydro-pyran-4-yl)-benzothiazol-2-ylamine as a white solid. ES-MS m/e (%): 265 (M+H+, 100).

Aufarbeitung

  1. temperaturethe mixture heated
  2. temperatureat reflux for 18 hours
  3. concentrationThe mixture was then concentrated in vacuo
  4. customThe residue was recrystallised from ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-09b3ff6583e347f29af5335ec2fd2c3e
Quelldatensatz
uspto-grants-2004_05
Patentnummer
US06734179B2

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