Water → 2-(2-Thienylmethoxy)-1H-isoindole-1,3(2H)-dione

HRID 372598노트

반응식

HRID 372598 반응식
C(=O)([O-])[O-].[K+].[K+].[OH:7][N:8]1[C:12](=[O:13])[C:11]2=[CH:14][CH:15]=[CH:16][CH:17]=[C:10]2[C:9]1=[O:18].Cl[CH2:20][C:21]1[S:22][CH:23]=[CH:24][CH:25]=1.O>CS(C)=O>[CH2:20]([O:7][N:8]1[C:9](=[O:18])[C:10]2=[CH:17][CH:16]=[CH:15][CH:14]=[C:11]2[C:12]1=[O:13])[C:21]1[S:22][CH:23]=[CH:24][CH:25]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 10665N-HydroxyphthalimideHCID 11430Potassium CarbonateHCID 698302-(Chloromethyl)thiophene

생성물 1

HCID 107064032-(2-Thienylmethoxy)-1H-isoindole-1,3(2H)-dione수율 86%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

실험 절차

Anhydrous potassium carbonate (11.04 g.) was added to a stirred suspension of N-hydroxyphthalimide (17.12 g.) in dry dimethyl sulphoxide (200 ml.). A brown colour developed, 2-Chloromethylthiophene (28.5 g.) was added dropwise and the mixture was stirred for 16 hr., during which time the colour disappeared. The suspension was poured into water (800 ml.) and cooled to 5°. The white precipitate was filtered off and recrystallised from ethanol to give colourless needles of N-(then-2-yloxy)phthalimide (23.4 g., 83%), m.p. 129.7°-130.9° τ values (DMSO-d6) are 4.58 (CH2), 2.28, 2.68, 2.90 (thienyl protons) 2.08 (phthalimide protons).

후처리

  1. temperaturecooled to 5°
  2. filtrationThe white precipitate was filtered off
  3. customrecrystallised from ethanol

출처 및 근거

ORD 기록
ord-30e30ea7052343959e22c794612a81f2
출처 데이터셋
uspto-grants-1978_05
특허 번호
US04091209

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