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Methyl iodide → HCID 22450431, 화합물

HRID 1954983
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HRID 1954983 반응식
[Cl:1][C:2]1[CH:14]=[CH:13][C:5]([CH2:6][N:7]([CH3:12])[C:8]([NH:10][CH3:11])=[S:9])=[CH:4][CH:3]=1.[H-].[Na+].[CH3:17]I>C1COCC1>[CH3:17][S:9][C:8](=[N:10][CH3:11])[N:7]([CH2:6][C:5]1[CH:13]=[CH:14][C:2]([Cl:1])=[CH:3][CH:4]=1)[CH3:12]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 8785982HCID 8785982, 화합물

생성물 1

HCID 22450431HCID 22450431, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

In 50 ml of dry THF was dissolved 4.69 g (0.0205 mole) of N-(4-chlorobenzyl)-N-methyl-N'-methylthiourea, followed by addition of 0.82 g of 60% sodium hydride (oil). The mixture was refluxed for 1 hour. Then, under cooling with ice-water and stirring, 1.277 ml of methyl iodide was added dropwise and after completion of dropwise addition, the mixture was further stirred at room temperature for 45 minutes. The THF was distilled off and the residue was diluted with water (about 50 ml), saturated with sodium chloride, and extracted with AcOEt (100 ml×3). The extract was dried over MgSO4 and the solvent was distilled off to give 5.11 g of crude S-methyl-N-(4-chlorobenzyl)-N-methyl-N'-methylisothiourea as a colorless--pale yellow oil.

후처리

  1. temperatureThe mixture was refluxed for 1 hour
  2. additionafter completion of dropwise addition
  3. stirringthe mixture was further stirred at room temperature for 45 minutes
  4. distillationThe THF was distilled off
  5. additionthe residue was diluted with water (about 50 ml), saturated with sodium chloride
  6. extractionextracted with AcOEt (100 ml×3)
  7. dry with materialThe extract was dried over MgSO4
  8. distillationthe solvent was distilled off

출처 및 근거

ORD 기록
ord-07ba40fafd884a84a8fa36d1eaef6b19
출처 데이터셋
uspto-grants-2000_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06124297

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