1H-1,2,4-Triazole → HCID 54529319、化合物

HRID 1980522ノート

反応式

HRID 1980522 の反応式
[H-].[Na+].[NH:3]1[CH:7]=[N:6][CH:5]=[N:4]1.[F:8][C:9]1[CH:14]=[CH:13][C:12]([Si:15]([C:20]2[CH:25]=[CH:24][C:23]([F:26])=[CH:22][CH:21]=2)([CH:17](Cl)[CH3:18])[CH3:16])=[CH:11][CH:10]=1.FC1C=CC([Si](C2C=CC(F)=CC=2)(CCCl)C)=CC=1>CN(C)C=O.O.ClCCl.CO>[F:26][C:23]1[CH:24]=[CH:25][C:20]([Si:15]([C:12]2[CH:11]=[CH:10][C:9]([F:8])=[CH:14][CH:13]=2)([CH3:16])[CH:17]([N:3]2[CH:7]=[N:6][CH:5]=[N:4]2)[CH3:18])=[CH:21][CH:22]=1

参加物

9

反応物 4

HCID 92571H-1,2,4-TriazoleHCID 24758Sodium hydrideHCID 20401745HCID 20401745、化合物HCID 20401762HCID 20401762、化合物

生成物 1

HCID 54529319HCID 54529319、化合物収率 12%

試薬・触媒・溶媒 4

HCID 887Methanol溶媒HCID 962Water溶媒HCID 6228Dimethylformamide溶媒2 回HCID 6344Dichloromethane溶媒2 回

実験手順

A mixture of 1.78 g (37 mmol) of 50% sodium hydride, 30 ml of dimethylformamide, and 2.56 g (37 mmol) of 1H-1,2,4-triazole was stirred at 50° for one hour, and a solution of 10 g (33.7 mmol) of a 1:1 mixture of bis(4-fluorophenyl)-1-chloroethyl(methyl)silane and bis(4-fluorophenyl)-2-chloroethyl(methyl)silane in 10 ml of dimethylformamide was added. The mixture was stirred at 50° for 64 hours, cooled, diluted with water, and extracted with ether. The ether extracts were washed with water and brine, dried over sodium sulfate, and evaporated to leave a viscous oil. Chromatography over silica gel eluting with dichloromethane followed by 3% methanol in dichloromethane provided 1.37 g (12%) of the title compound as a viscous oil: nmr (CDCl3) 0.7 (3H, s), 1.6 (3H, d, J=7 Hz), 4.5 (1H, q, J=7 Hz), 6.9-7.7 (8H, m), 7.9 (1H, s), and 8.0 (1H, s).

後処理

  1. additionwas added
  2. stirringThe mixture was stirred at 50° for 64 hours
  3. temperaturecooled
  4. extractionextracted with ether
  5. washThe ether extracts were washed with water and brine
  6. dry with materialdried over sodium sulfate
  7. customevaporated
  8. customto leave a viscous oil

出典と根拠

ORDレコード
ord-8503518506be4bdaaaa37734ef390892
出典データセット
uspto-grants-1985_04
特許番号
US04510136

反応ノート

読み込み中…