Isatoic Anhydride → 1-(2-Imidazol-1-yl-ethyl)-1H-benzo[d][1,3]oxazine-2,4-dione

HRID 1663089Notes

Reaction equation

[C:1]12[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=1)[NH:6][C:5](=[O:12])[O:4][C:2]2=[O:3].O[CH2:14][CH2:15][N:16]1[CH:20]=[CH:19][N:18]=[CH:17]1>>[N:16]1([CH2:15][CH2:14][N:6]2[C:7]3[CH:8]=[CH:9][CH:10]=[CH:11][C:1]=3[C:2](=[O:3])[O:4][C:5]2=[O:12])[CH:20]=[CH:19][N:18]=[CH:17]1

Participants

Reactant 2

HCID 8359Isatoic Anhydride

HCID 74168N-(2-Hydroxyethyl)imidazole

Product 1

HCID 589898341-(2-Imidazol-1-yl-ethyl)-1H-benzo[d][1,3]oxazine-2,4-dione

Procedure

Prepared by a similar procedure as described for preparation 7B, starting from isatoic anhydride and 1-(2-hydroxyethyl)-imidazole (Fluorochem). 13C-NMR (DMSO-d6) δ 158.7, 147.5, 141.3, 137.6, 136.9, 129.4, 128.5, 123.6, 119.7, 114.0, 111.3, 45.1, 43.3.

Workup

customPrepared by a similar procedure

Sources & evidence

ORD record: ord-e37cc434d9e54f7ab349a427d0a909c6
Source dataset: uspto-grants-2011_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08034811B2

Reaction notes

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