Chloroacetyl chloride → HCID 68865071, compound
Reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([Br:8])=[CH:4][C:3]=1[C:9]([C:13]1[S:14][CH:15]=[CH:16][CH:17]=1)([OH:12])[CH2:10][CH3:11].[Cl:18][CH2:19][C:20](Cl)=[O:21]>>[Br:8][C:5]1[CH:6]=[CH:7][C:2]([NH:1][C:20](=[O:21])[CH2:19][Cl:18])=[C:3]([C:9]([OH:12])([C:13]2[S:14][CH:15]=[CH:16][CH:17]=2)[CH2:10][CH3:11])[CH:4]=1Participants
3
Procedure
The title compound was prepared from 1-(2-amino-5-bromophenyl)-1-thiophen-2-yl-propan-1-ol and chloroacetyl chloride using the procedure described in example 1. 1H-NMR (CDCl3) δ 10.23 (s, 1H), 8.11 (d, J=8.7 Hz, 1H), 7.46 (dd, J=8.7, 2.3 Hz, 1H), 7.37 (d, J=2.3 Hz, 1H), 7.29 (dd, J=5.1, 1.0 Hz, 1H), 6.97 (m, 1H), 6.90 (dd, J=3.5, 1.0 Hz, 1H), 4.09 (m, 2H), 2.80 (s, 1H), 2.43 (m, 2H), 1.03 (t, J=7.3 Hz, 3H); MS (ES) m/z 386 (M−H)−; Anal Calc. For C15H15BrClNO2S: C, 46.35; H, 3.89; N, 3.60. Found: C, 46.67; H, 3.80; N, 3.52.
Sources & evidence
- ORD record
- ord-2946d853ab1740ec8dbf39b555c52a43
- Source dataset
- uspto-grants-2008_01
- Patent number
- US07323455B2
Reaction notes
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