Potassium Carbonate → 2-(3,5-dibromo-1H-1,2,4-triazol-1-yl)-1-(2,4-difluorophenyl)ethan-1-one

HRID 2038194ノート

反応式

HRID 2038194 の反応式
[Br:1][C:2]1[N:6]=[C:5]([Br:7])[NH:4][N:3]=1.[CH:8]1[C:13]([F:14])=[CH:12][C:11]([F:15])=[C:10]([C:16]([CH2:18]Cl)=[O:17])[CH:9]=1.C(=O)([O-])[O-].[K+].[K+]>O1CCCC1>[Br:1][C:2]1[N:6]=[C:5]([Br:7])[N:4]([CH2:18][C:16]([C:10]2[CH:9]=[CH:8][C:13]([F:14])=[CH:12][C:11]=2[F:15])=[O:17])[N:3]=1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 819043,5-Dibromo-4H-1,2,4-triazoleHCID 5880832-Chloro-1-(2,4-difluorophenyl)ethanone

生成物 1

HCID 673631592-(3,5-dibromo-1H-1,2,4-triazol-1-yl)-1-(2,4-difluorophenyl)ethan-1-one収率 87%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

First, 43.7 g of 3,5-dibromo-1H-1,2,4-triazole is introduced into 200 mL of tetrahydrofuran (THF), the resultant mixture is agitated, and 40.4 g of 2-chloro-2,4-difluoroacetophenone is further introduced thereto. Next, 36.3 g of potassium carbonate is introduced to the reaction mixture and the resultant mixture is agitated for 7 hours at room temperature. After the completion of the reaction, the reaction mixture is filtered, washed with 100 mL of tetrahydrofuran (THF), and concentrated at room temperature. Then, 437 mL of purified water is introduced so that the crystals are slurried, followed by filtering. The filtered crystals are reslurried in 175 mL of isopropanol and filtered again. The crystals are washed with 44 mL of isopropanol and dried with hot air at 50° C. to obtain 63.8 g of the title compound as a white solid (yield 87%, purity 99.2%, HPLC, detected at a wavelength of 256 nm, 18C 4.6×250 mm, mobile phase 60% ACN, flow rate 1 mL/min).

後処理

  1. customAfter the completion of the reaction
  2. filtrationthe reaction mixture is filtered
  3. washwashed with 100 mL of tetrahydrofuran (THF)
  4. concentrationconcentrated at room temperature
  5. additionThen, 437 mL of purified water is introduced so that the crystals
  6. filtrationby filtering
  7. filtrationfiltered again
  8. washThe crystals are washed with 44 mL of isopropanol
  9. customdried with hot air at 50° C.

出典と根拠

ORDレコード
ord-7a5c5fc0fa064d62867a20ecac60aa6d
出典データセット
uspto-grants-2013_11
特許番号
US08575344B2

反応ノート

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