Gamma-Aminobutyric Acid → 4-(5-Carbamoyl-1,3-dioxo-1H,3H-benzo[de]isoquinolin-2-yl)-butyric acid

HRID 2105932Notes

Reaction equation

[O:1]=[C:2]1[C:11]2[C:6]3[C:7](=[CH:12][C:13]([C:15]([NH2:17])=[O:16])=[CH:14][C:5]=3[C:4](=O)[O:3]1)[CH:8]=[CH:9][CH:10]=2.[NH2:19][CH2:20][CH2:21][CH2:22][C:23]([OH:25])=[O:24]>C(O)C>[C:15]([C:13]1[CH:12]=[C:7]2[CH:8]=[CH:9][CH:10]=[C:11]3[C:6]2=[C:5]([CH:14]=1)[C:4](=[O:3])[N:19]([CH2:20][CH2:21][CH2:22][C:23]([OH:25])=[O:24])[C:2]3=[O:1])(=[O:16])[NH2:17]

Participants

Conditions

Temperature: 150 °C

Procedure

A mixture of 1,3-dioxo-1H,3H-benzo[de]isochromene-5-carboxamide (0.5 mmol), 4-Aminobutyric acid (1.5 mmol) and 4 mL ethanol was heated to 150° C. for 30 minutes in microwave reactor (Biotage, Initiator). The reaction mixture was cooled to room temperature and the cream color precipitate was collected by filtration and washed with ethanol. The final product was dried in vacuum for 24 hours to give desired compound.

Workup

temperatureThe reaction mixture was cooled to room temperature
filtrationthe cream color precipitate was collected by filtration
washwashed with ethanol
dry with materialThe final product was dried in vacuum for 24 hours

Sources & evidence

ORD record: ord-e0473d4355174fa196d5cf593e2ca68e
Source dataset: uspto-grants-2009_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07579468B2

Reaction notes

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