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

HRID 1505241
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HRID 1505241 반응식
[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
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참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 962Water용매

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온도
110 °C

실험 절차

A mixture of 4-bromo-7-bromomethyl-benzo[1,2,5]thiadiazole (Example 5.1) (29.05 g), 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.

후처리

  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

출처 및 근거

ORD 기록
ord-c3129e3e1d6c48908bd01fa54df78f60
출처 데이터셋
uspto-grants-2015_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09216973B2

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