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

HRID 1266954ノート

反応式

HRID 1266954 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][CH:12]([OH:14])[CH3:13]>>[Br-:11].[OH:14][CH2:12][CH2:13][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

3

反応物 2

HCID 84462-MethylbenzothiazoleHCID 14202443Ethanol, 1-bromo-

生成物 1

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

実験手順

A solution of 2-methylbenzothiazole (5.87 g) and bromoethanol (49.2 g) were stirred in an oil bath at 110° C. for 18 hours. Added ethyl acetate (100 mL) to the reaction mixture and decanted. The residual solid was then dissolved in methanol (50 mL) and precipitated with ethyl acetate (300 mL). The solid was again recrystallized from methanol-ethyl acetate (15 mL/150 mL), washed with ethyl acetate (2×25 mL) and dried in an oven under high vacuum at 50° C. overnight. The yield was 4.21 g (39%). TLC (silica gel, 4:1 methylene chloride-methanol) Rf=0.34.

後処理

  1. customAdded ethyl acetate (100 mL) to the reaction mixture and decanted
  2. dissolutionThe residual solid was then dissolved in methanol (50 mL)
  3. customprecipitated with ethyl acetate (300 mL)
  4. customThe solid was again recrystallized from methanol-ethyl acetate (15 mL/150 mL)
  5. washwashed with ethyl acetate (2×25 mL)
  6. customdried in an oven under high vacuum at 50° C. overnight

出典と根拠

ORDレコード
ord-3996b4f376034c20a93a45a4cf215338
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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