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

HRID 1973315노트

반응식

HRID 1973315 반응식
[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]

참가 물질

4

반응물 2

HCID 6328Methyl iodideHCID 54545674HCID 54545674, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-b875ca15cf484b81bc755c762bb41638
출처 데이터셋
uspto-grants-1976_12
특허 번호
US03996374

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