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

HRID 2297028Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2297028
[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 34 to give 2-amino-4-phosphonomethoxy-6-bromo-7-chloro benzothiazole (35.1). 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-ec44c92bd8164fd0b1bbf2cb0a232271
Quelldatensatz
uspto-grants-2002_12
Patentnummer
US06489476B1

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