Methyl iodide → 5-Chloro-N,N,2-trimethyl-3-phenyl-2H-isoindole-1-carboxamide

HRID 1679073ノート

反応式

HRID 1679073 の反応式
[CH3:1][NH:2][C:3]([C:5]1[N:6]([CH3:21])[C:7]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[C:8]2[C:13]=1[CH:12]=[CH:11][C:10]([Cl:14])=[CH:9]2)=[O:4].[CH3:22]I>CN(C)C=O>[CH3:1][N:2]([CH3:22])[C:3]([C:5]1[N:6]([CH3:21])[C:7]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[C:8]2[C:13]=1[CH:12]=[CH:11][C:10]([Cl:14])=[CH:9]2)=[O:4]

参加物

4

反応物 2

HCID 6328Methyl iodideHCID 54545674HCID 54545674、化合物

生成物 1

HCID 537655045-Chloro-N,N,2-trimethyl-3-phenyl-2H-isoindole-1-carboxamide

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A suspension of 9.0 g. of 5-chloro-2-methyl-3-phenylisoindole-1-carboxylic acid methylamide in 120 ml. of dimethylformamide is treated under argon at 0° C. with 5.0 g. of potassium tert. butylate and then stirred in an ice-bath for 30 minutes. At 0°-5° C. there are added 8 ml. of methyl iodide in one batch, the mixture is subsequently stirred for 2 hours at room temperature and poured onto 2 liters of ice-water. After the addition of 100 g. of sodium chloride, the separated oil is extracted with methylene chloride. The organic phase is washed with a solution of sodium chloride, dried over sodium sulfate and concentrated to dryness under reduced pressure. The oily residue is dissolved in 200 ml. of hot hexane. The solution obtained is cooled in an ice-bath, colorless crystals separating, and there is obtained 5-chloro-2-methyl-3-phenylisoindole-1-carboxylic acid dimethylamide having a melting point of 86°-88° C.

後処理

  1. additionA suspension of 9.0 g
  2. additionAt 0°-5° C. there are added 8 ml
  3. additionAfter the addition of 100 g
  4. extractionof sodium chloride, the separated oil is extracted with methylene chloride
  5. washThe organic phase is washed with a solution of sodium chloride
  6. dry with materialdried over sodium sulfate
  7. concentrationconcentrated to dryness under reduced pressure
  8. dissolutionThe oily residue is dissolved in 200 ml
  9. customThe solution obtained
  10. temperatureis cooled in an ice-bath
  11. customcolorless crystals separating

出典と根拠

ORDレコード
ord-01e77ac7389647549ff366af3da3a704
出典データセット
uspto-grants-1978_03
特許番号
US04077978

反応ノート

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