Bromine → 7-Chloro-4-methoxy-1,3-benzothiazol-2-amine

HRID 1063610Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1063610
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([Cl:9])=[CH:5][C:4]=1[NH:10][C:11]([NH2:13])=[S:12].BrBr>C(Cl)(Cl)Cl>[NH2:13][C:11]1[S:12][C:5]2[C:6]([Cl:9])=[CH:7][CH:8]=[C:3]([O:2][CH3:1])[C:4]=2[N:10]=1

Komponenten

4

Edukt 2

HCID 24408BromineHCID 2732660N-(5-Chloro-2-methoxyphenyl)thiourea

Produkt 1

HCID 136667137-Chloro-4-methoxy-1,3-benzothiazol-2-amine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel2×

Reaktionsbedingungen

Temperatur
10 °C

Versuchsvorschrift

A solution of 1-(2-methoxy-5-chlorophenyl)-2-thiourea (1 mmole) in chloroform (10 mL) was cooled to 10° C. and treated with bromine (2.2 mmole) in chloroform (10 mL). The reaction was stirred at 10° C. for 20 min and at room temperature for 0.5 h. The resulting suspension was heated at reflux for 0.5 h. The precipitate was collected via filtration (washed with CH2Cl2) to give 2-amino-4-methoxy-7-chlorobenzothiazole which was subjected to Steps A, B, C and D of Example 27 to give 2-amino-4-phosphonomethoxy-6-bromo-7-chloro benzothiazole (28.1). mp>220° C.(dec.). Anal. calcd. for C8H7N2O4PSClBr: C: 25.72; H: 1.89; N: 7.50. Found: C: 25.66; H: 1.67; N: 7.23.

Aufarbeitung

  1. temperatureThe resulting suspension was heated
  2. temperatureat reflux for 0.5 h
  3. filtrationThe precipitate was collected via filtration (washed with CH2Cl2)

Quellen und Nachweise

ORD-Eintrag
ord-f43d00b74d254bb4b166407423e091ae
Quelldatensatz
uspto-grants-2005_11
Patentnummer
US06965033B2

Notizen zur Reaktion

Wird geladen…