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

HRID 252876

反応式

HRID 252876 の反応式
[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

参加物

4

反応物 2

HCID 11089Trimellitic anhydrideHCID 4082852-Morpholinoethylamine

生成物 1

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

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-45c99c82dd824e318b094a53657e5daa
出典データセット
uspto-grants-2011_01
特許番号
US07868205B2

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