2-Methylbenzothiazole → Benzothiazolium, 3-(2-hydroxyethyl)-2-methyl-, bromide (1:1)

HRID 1266948ノート

反応式

HRID 1266948 の反応式
[CH3:1][C:2]1[S:3][C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[N:6]=1.[Br:11][CH2:12][CH2:13][OH:14]>C(OCC)(=O)C>[Br-:11].[OH:14][CH2:13][CH2:12][N+:6]1[C:5]2[CH:7]=[CH:8][CH:9]=[CH:10][C:4]=2[S:3][C:2]=1[CH3:1]

参加物

4

反応物 2

HCID 84462-MethylbenzothiazoleHCID 108982-Bromoethanol

生成物 1

HCID 113017Benzothiazolium, 3-(2-hydroxyethyl)-2-methyl-, bromide (1:1)収率 39%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

反応条件

温度
110 °C

実験手順

A solution of 2-methylbenzothiazole (5.87 g) and 2-bromoethanol (49.2 g) was stirred and heated in an oil bath at 110° C. for 18 hours. After cooling the reaction mixture to room temperature, adding ethyl acetate (100 ml), and decanting, the resultant solid was then dissolved in methanol (50 ml) and precipitated with ethyl acetate (300 ml). The solid was again recrystallized from a mixture of methanol and ethyl acetate, washed with ethyl acetate (2×25 ml) and dried in an oven under high vacuum at 50° C. overnight to obtain 4.21 g (39%) of 4a.

後処理

  1. temperatureAfter cooling the reaction mixture to room temperature
  2. customdecanting
  3. dissolutionthe resultant solid was then dissolved in methanol (50 ml)
  4. customprecipitated with ethyl acetate (300 ml)
  5. customThe solid was again recrystallized from a mixture of methanol and ethyl acetate
  6. washwashed with ethyl acetate (2×25 ml)
  7. customdried in an oven under high vacuum at 50° C. overnight

出典と根拠

ORDレコード
ord-35379bfe34664ac48d3466f65a4d96bc
出典データセット
uspto-grants-2003_04
特許番号
US06551831B2

反応ノート

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