Oxalyl chloride → 4,6-dimethoxy-2,3-dihydro-1H-indole-2,3-dione

HRID 130323노트

반응식

HRID 130323 반응식
Cl.[CH3:2][O:3][C:4]1[CH:5]=[C:6]([CH:8]=[C:9]([O:11][CH3:12])[CH:10]=1)[NH2:7].[C:13](Cl)(=[O:17])[C:14](Cl)=[O:15]>>[CH3:12][O:11][C:9]1[CH:10]=[C:4]([O:3][CH3:2])[CH:5]=[C:6]2[C:8]=1[C:13](=[O:17])[C:14](=[O:15])[NH:7]2

참가 물질

3

반응물 2

HCID 65578Oxalyl chlorideHCID 218603Benzenamine, 3,5-dimethoxy-, hydrochloride (1:1)

생성물 1

HCID 115575224,6-dimethoxy-2,3-dihydro-1H-indole-2,3-dione수율 100%

실험 절차

12 g (63 mmol) of 3,5-dimethoxyaniline hydrochloride and 20 ml (230 mol) of oxalyl chloride were stirred at 165° C. for 30 min. The excess of oxalyl chloride was distilled (the color of the reaction mixture changed from dark-red to green-yellow). The reaction mixture was cooled and methanol was added. The resulting suspension was heated then filtered, washed with methanol and dried to yield 13 g of 4,6-dimethoxyindole-2,3-dione (100% yield).

후처리

  1. distillationThe excess of oxalyl chloride was distilled (the color of the reaction mixture
  2. temperatureThe reaction mixture was cooled
  3. additionmethanol was added
  4. temperatureThe resulting suspension was heated
  5. filtrationthen filtered
  6. washwashed with methanol
  7. customdried

출처 및 근거

ORD 기록
ord-37dc510889a84c359231f537edcf0396
출처 데이터셋
uspto-grants-2008_06
특허 번호
US07381730B2

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