1-1,2-Benzisoxazol-3-ylmethyl-3-isopropenyl-1,3-dihydro-benzimidazol-2-one → 1-1,2-Benzisoxazol-3-ylmethyl-1,3-dihydro-benzimidazol-2-one

HRID 1747356Notes

Reaction equation

[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[C:3]([CH2:10][N:11]2[C:15]3[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=3[N:13](C(C)=C)[C:12]2=[O:23])=[N:2]1>C(O)C.O.Cl>[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[C:3]([CH2:10][N:11]2[C:15]3[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=3[NH:13][C:12]2=[O:23])=[N:2]1

Participants

Conditions

Temperature: 60 °C

Procedure

The 1-1,2-benzisoxazol-3-ylmethyl-3-isopropenyl-1,3-dihydro-benzimidazol-2-one (0.26 g, 0.85 mmol) was diluted with ethanol (2 ml), water (2 ml) and 37% HCl (1 ml). The resulting mixture was warmed to 60° C. for 1 h and cooled to ambient temperature. The reaction was diluted with water and the product was extracted into dichloromethane. The layers were separated and the organic phase was dried (MgSO4). Filtration and concentration gave 0.20 g (89%) of the desired product which was used without further purification.

Workup

temperaturecooled to ambient temperature
extractionthe product was extracted into dichloromethane
customThe layers were separated
dry with materialthe organic phase was dried (MgSO4)
filtrationFiltration and concentration

Sources & evidence

ORD record: ord-88f96f7bd5d4421e9a825a9a6eb958e6
Source dataset: uspto-grants-2015_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09150556B2

Reaction notes

Loading…