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

HRID 1063610ノート

反応式

HRID 1063610 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒2 回

反応条件

温度
10 °C

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-f43d00b74d254bb4b166407423e091ae
出典データセット
uspto-grants-2005_11
特許番号
US06965033B2

反応ノート

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