Triethylamine → HCID 9956174、化合物

HRID 1740806ノート

反応式

HRID 1740806 の反応式
[CH3:1][S:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][C:11]=1[C:12]([F:15])([F:14])[F:13])[N:8]([C:16](=[O:27])[NH:17][C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([C:24]([OH:26])=O)[CH:19]=1)[CH2:7][CH2:6]2.C(Cl)(=O)C(Cl)=O.[CH3:34][N:35]([CH3:39])[CH2:36][CH2:37][NH2:38].C(N(CC)CC)C.[OH-].[Na+]>ClCCl.CN(C)C=O.O1CCCC1.O>[CH3:1][S:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][C:11]=1[C:12]([F:15])([F:14])[F:13])[N:8]([C:16](=[O:27])[NH:17][C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([C:24](=[O:26])[NH:38][CH2:37][CH2:36][N:35]([CH3:39])[CH3:34])[CH:19]=1)[CH2:7][CH2:6]2

参加物

10

反応物 5

HCID 8471TriethylamineHCID 14798Sodium HydroxideHCID 65578Oxalyl chlorideHCID 66053N,N-DimethylethylenediamineHCID 180051075-Methylthio-6-trifluoromethyl-1-(3-carboxy Phenyl Carbamoyl)indoline

生成物 1

HCID 9956174HCID 9956174、化合物収率 45%

試薬・触媒・溶媒 4

HCID 6228Dimethylformamide触媒HCID 962Water溶媒HCID 6344Dichloromethane溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

To a suspension of 5-methylthio-6-trifluoromethyl-1-(3-carboxy phenyl carbamoyl) indoline (0.5 g, 1.26mmol) in dichloromethane (20 ml) was added oxalyl chloride (0.3 ml, 2.52 mmol) and dimethylformamide (3 drops). After effervescing had subsided the reaction mixture was evaporated to dryness under reduced pressure. It was then dissolved in tetrahydrofuran (30 ml) and added to a solution of N,N-dimethylethylenediamine (0.405 g, 6.33mmol) and triethylamine (0.2 ml, 1.4 mmol) in tetrahydrofuran at 0° C. After 2 hours the reaction mixture was basified with 5M NaOH and water was added forming a white precipitate. This was filtered and dried to give the product a white solid (0.25 g, 45%), m.p. 91-93° C.

後処理

  1. customwas evaporated to dryness under reduced pressure
  2. dissolutionIt was then dissolved in tetrahydrofuran (30 ml)
  3. additionwas added
  4. customforming a white precipitate
  5. filtrationThis was filtered
  6. customdried

出典と根拠

ORDレコード
ord-f8280e4dd96b47f9a1c79f68bf4aa884
出典データセット
uspto-grants-1999_10
特許番号
US05972937

反応ノート

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