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Potassium Carbonate → (7-Bromo-benzo[1,2,5]thiadiazol-4-yl)-methanol

HRID 536417
ノート
印刷プレビュー

反応式

HRID 536417 の反応式
[Br:1][C:2]1[C:7]2=[N:8][S:9][N:10]=[C:6]2[C:5]([CH2:11]Br)=[CH:4][CH:3]=1.C(=O)([O-])[O-:14].[K+].[K+]>O>[Br:1][C:2]1[C:7]2[C:6](=[N:10][S:9][N:8]=2)[C:5]([CH2:11][OH:14])=[CH:4][CH:3]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 11430Potassium CarbonateHCID 114155784-Bromo-7-bromomethyl-benzo[1,2,5]thiadiazole

生成物 1

HCID 58497958(7-Bromo-benzo[1,2,5]thiadiazol-4-yl)-methanol収率 87.5%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
110 °C

実験手順

A mixture of 4-bromo-7-bromomethyl-benzo[1,2,5]thiadiazole (29.05 g) (Example II), potassium carbonate (65.2 g) and water (400 ml) was stirred at 110° C. for 16 hours. The reaction mixture was cooled to ambient temperature and quenched by addition of aqueous hydrochloric acid (2M) (400 ml). Ethyl acetate (600 ml) was added to the mixture. The phases were separated and the organic layer was washed successively with aqueous hydrochloric acid (2M) (400 ml), water (250 ml) and brine (250 ml), dried over sodium sulfate and concentrated to give (7-bromo-benzo[1,2,5]thiadiazol-4-yl)-methanol (20.22 g) as a orange solid. 1H-NMR (400 MHz, CDCl3): 7.87 (d, 1H), 7.57 (d, 1H), 5.14 (s, 2H) ppm.

後処理

  1. temperatureThe reaction mixture was cooled to ambient temperature
  2. customquenched by addition of aqueous hydrochloric acid (2M) (400 ml)
  3. additionEthyl acetate (600 ml) was added to the mixture
  4. customThe phases were separated
  5. washthe organic layer was washed successively with aqueous hydrochloric acid (2M) (400 ml), water (250 ml) and brine (250 ml)
  6. dry with materialdried over sodium sulfate
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-7ee9b8c01d1c4e54bee0cfdf34c0c103
出典データセット
uspto-grants-2014_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08859592B2

反応ノート

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