Methanesulfonyl chloride → N-(2-Fluoro-4-hydroxyphenyl)methanesulfonamide

HRID 133782ノート

反応式

HRID 133782 の反応式
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][C:3]=1[F:9].[CH3:10][S:11](Cl)(=[O:13])=[O:12]>N1C=CC=CC=1>[F:9][C:3]1[CH:4]=[C:5]([OH:8])[CH:6]=[CH:7][C:2]=1[NH:1][S:11]([CH3:10])(=[O:13])=[O:12]

参加物

4

反応物 2

HCID 31297Methanesulfonyl chlorideHCID 27359194-Amino-3-fluorophenol

生成物 1

HCID 64786305N-(2-Fluoro-4-hydroxyphenyl)methanesulfonamide

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

反応条件

温度
0 °C

実験手順

4-Amino-3-fluorophenol (0.254 g; 2.0 mmol) was dissolved in 10 ml of dry pyridine under nitrogen and cooled to 0° C. Methanesulfonyl chloride (0.17 ml; 2.1 mmol) was added dropwise and stirred for three days at room temperature. The reaction was evaporated, 25 ml of toluene added and evaporated again. Toluene evaporation was repeated. Residue was dissolved in 25 ml of EtOAc, washed with 20 ml of water and evaporated to dryness to give red-brown solid N-(2-fluoro-4-hydroxyphenyl)methanesulfonamide. 1H NMR (400 MHz, DMSO-d6): 2.93 (3H, s), 6.56-6.66 (2H, m), 7.14 (1H, t, J=9.0 Hz), 9.17 (1H, s), 9.98 (1H, s).

後処理

  1. customThe reaction was evaporated
  2. addition25 ml of toluene added
  3. customevaporated again
  4. customToluene evaporation
  5. dissolutionResidue was dissolved in 25 ml of EtOAc
  6. washwashed with 20 ml of water
  7. customevaporated to dryness

出典と根拠

ORDレコード
ord-ba401eddf8cd49a1b705a09f6d86b330
出典データセット
uspto-grants-2008_06
特許番号
US07390923B2

反応ノート

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