Sodium Bicarbonate → HCID 178495897、化合物

HRID 69815

反応式

HRID 69815 の反応式
[OH:1][N:2]=[C:3](Cl)[C:4]1[C:8]([NH:9][CH2:10][CH2:11][O:12][CH3:13])=[N:7][O:6][N:5]=1.[Br:15][C:16]1[CH:17]=[C:18]([CH:20]=[CH:21][C:22]=1[F:23])[NH2:19].C(=O)(O)[O-].[Na+]>O>[Br:15][C:16]1[CH:17]=[C:18]([NH:19][C:3]([C:4]2[C:8]([NH:9][CH2:10][CH2:11][O:12][CH3:13])=[N:7][O:6][N:5]=2)=[N:2][OH:1])[CH:20]=[CH:21][C:22]=1[F:23]

参加物

5

反応物 3

HCID 516892Sodium BicarbonateHCID 27792863-Bromo-4-fluoroaniline2 回HCID 136330165N-Hydroxy-4-[(2-methoxyethyl)amino]-1,2,5-oxadiazole-3-carboximidoyl chloride

生成物 1

HCID 178495897HCID 178495897、化合物収率 98.6%

試薬・触媒・溶媒 1

HCID 962Water溶媒2 回

反応条件

温度
60 °C

実験手順

N-Hydroxy-4-[(2-methoxyethyl)amino]-1,2,5-oxadiazole-3-carboximidoyl chloride (46.0 g, 0.208 mol) was mixed with water (300 mL). The mixture was heated to 60° C. 3-Bromo-4-fluoroaniline [Oakwood products, product #013091] (43.6 g, 0.229 mol) was added and stirred for 10 min. A warm sodium bicarbonate (26.3 g, 0.313 mol) solution (300 mL water) was added over 15 min. The reaction was stirred at 60° C. for 20 min. LCMS indicated reaction completion. The reaction solution was cooled to room temperature and extracted with ethyl acetate (2×300 mL). The combined ethyl acetate solution was dried over sodium sulfate and concentrated to give the desired product (76.7 g, 98%) as a crude brown solid.

後処理

  1. stirringThe reaction was stirred at 60° C. for 20 min
  2. customreaction completion
  3. temperatureThe reaction solution was cooled to room temperature
  4. extractionextracted with ethyl acetate (2×300 mL)
  5. dry with materialThe combined ethyl acetate solution was dried over sodium sulfate
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-8977d57a4e8342d2b25501863e7f168a
出典データセット
uspto-grants-2014_09
特許番号
US08822511B2

関連ノート

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