Acetic Acid → HCID 12477793, compound
Reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([O:8][CH3:9])[CH:5]=[CH:4][C:3]=1[C:10](=[O:13])[CH2:11][Cl:12].[C:14](O)(=[O:16])[CH3:15]>>[Cl:12][CH2:11][C:10]([C:3]1[CH:4]=[CH:5][C:6]([O:8][CH3:9])=[CH:7][C:2]=1[NH:1][C:14](=[O:16])[CH3:15])=[O:13]Participants
3
Procedure
A solution of 1-(2-amino-4-methoxyphenyl)-2-chloroethanone (9.93 g, 49.74 mmol) (Example 10) in acetic acid (100 mL) was heated at 85° C. for 4 h. The solvent was evaporated under reduced pressure to yield a yellow solid (12.00 g, 100%). LC/MS m/z 242 (M+H)+; 1H NMR (400 MHz, DMSO-d6) δ 11.77 (s, 1H), 8.45 (d, 1H), .73 (d, 1H), 6.63 (dd, 1H), 4.71 (s, 2H), 3.89 (s, 3H), 2.25 (s, 3H).
Workup
- customThe solvent was evaporated under reduced pressure
Sources & evidence
- ORD record
- ord-f1d9da6878124fe1bb1407ba7e323004
- Source dataset
- uspto-grants-2011_06
- Patent number
- US07964622B2
Reaction notes
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