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

HRID 1373265노트

반응식

HRID 1373265 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]>CO>[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

4

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-dione

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A mixture of 3,5-dimethoxyaniline hydrochloride (54.7 g), oxalyl chloride (54 ml) and methanol (500 ml) was stirred and heated to reflux for 1.5 hours. The mixture was cooled to ambient temperature. The precipitate was isolated, washed in turn with methanol and diethyl ether and dried under vacuum to give 4,6-dimethoxy-2,3-dioxoindoline (55 g); NMR Spectrum: (DMSOd6) 3.85 (s, 3H), 3.9 (s, 3H), 6.0 (s, 1H), 6.2 (s, 1H), 10.9 (s, 1H); Mass Spectrum: M+Na+ 230.

후처리

  1. temperatureheated
  2. temperatureto reflux for 1.5 hours
  3. customThe precipitate was isolated
  4. washwashed in turn with methanol and diethyl ether
  5. customdried under vacuum

출처 및 근거

ORD 기록
ord-56886d37eb5b4e8791e7379ffde8a103
출처 데이터셋
uspto-grants-2007_01
특허 번호
US07160891B2

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