Ethanethiol → HCID 9958629, compound
Reaction equation
C[O:2][C:3]1[CH:4]=[CH:5][C:6]2[C:10]([C:11](=[O:31])[C:12]3[CH:17]=[CH:16][C:15]([O:18][CH:19]4[CH2:24][CH2:23][N:22]([CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30])[CH2:21][CH2:20]4)=[CH:14][CH:13]=3)=[C:9]([C:32]3[CH:37]=[CH:36][C:35]([O:38]C)=[CH:34][CH:33]=3)[S:8][C:7]=2[CH:40]=1.C(S)C.[Cl-].[Al+3].[Cl-].[Cl-]>>[OH:2][C:3]1[CH:4]=[CH:5][C:6]2[C:10]([C:11](=[O:31])[C:12]3[CH:13]=[CH:14][C:15]([O:18][CH:19]4[CH2:24][CH2:23][N:22]([CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30])[CH2:21][CH2:20]4)=[CH:16][CH:17]=3)=[C:9]([C:32]3[CH:33]=[CH:34][C:35]([OH:38])=[CH:36][CH:37]=3)[S:8][C:7]=2[CH:40]=1Participants
4
Procedure
6-Methoxy-2-(4-methoxyphenyl)-3-(4-[1-hexylpiperidin-4-oxy]benzoyl)benzo[b]thiophene (375 mg, 0.941 mmol), ethane thiol (3.36 mmol), and aluminum chloride (538 mg, 4.04 mmol) were converted to 209 mg (42%) of the title compound by the procedure of Example 16. MS(FD) 529(M+). EA calculated for C32H35NO4S: C, 72.56; H, 6.66; N, 2.64. Found: C, 72.33; H, 6.89; N, 2.52.
Sources & evidence
- ORD record
- ord-07d32ef5d88b4ee082701f275fd5e14f
- Source dataset
- uspto-grants-2000_05
- Patent number
- US06060488
Reaction notes
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