Trimellitic anhydride → 2-(2-Morpholinoethyl)-1,3-dioxoisoindoline-5-carboxylic acid

HRID 252876

반응식

HRID 252876 반응식
[CH:1]1[C:6]([C:7]([OH:9])=[O:8])=[CH:5][C:4]2[C:10]([O:12][C:13](=[O:14])[C:3]=2[CH:2]=1)=O.[NH2:15][CH2:16][CH2:17][N:18]1[CH2:23][CH2:22][O:21][CH2:20][CH2:19]1>C(O)(=O)C>[O:21]1[CH2:22][CH2:23][N:18]([CH2:17][CH2:16][N:15]2[C:10](=[O:12])[C:4]3[C:3](=[CH:2][CH:1]=[C:6]([C:7]([OH:9])=[O:8])[CH:5]=3)[C:13]2=[O:14])[CH2:19][CH2:20]1

참가 물질

4

반응물 2

HCID 11089Trimellitic anhydrideHCID 4082852-Morpholinoethylamine

생성물 1

HCID 597368682-(2-Morpholinoethyl)-1,3-dioxoisoindoline-5-carboxylic acid수율 82%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

1,2,4-Benzenetricarboxylic anhydride (356, 0.487 g, 2.53 mmol) and 4-(2-aminoethyl)morpholine (0.33 g, 2.53 mmol) were allowed to stir 2 hours at 130° C. in acetic acid (10 mL). The reaction mixture was then cooled to room temperature and the precipitated solid was collected by filtration, washed with H2O and dried under vacuum, to afford title compound 357 as a white powder (0.63 g, 82% yield). 1H NMR (DMSO) δ (ppm): 8.26 (dd, J=7.6, 1.4 Hz, 1H), 8.15 (dd, J=1.4, 0.6 Hz, 1H), 7.92 (dd, J=7.6, 0.6 Hz, 1H), 3.73 (t, J=6.5 Hz, 2H), 3.50 (t, J=4.5 Hz, 4H), 2.59 (t, J=6.5 Hz, 2H), 2.47 (overlapped with DMSO, 4H). MS: 304.3 (calc), 305.1 (obs).

후처리

  1. filtrationthe precipitated solid was collected by filtration
  2. washwashed with H2O
  3. customdried under vacuum

출처 및 근거

ORD 기록
ord-45c99c82dd824e318b094a53657e5daa
출처 데이터셋
uspto-grants-2011_01
특허 번호
US07868205B2

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