Ethanethiol → HCID 18787293, compound

HRID 1107585Notes

Reaction equation

HRID 1107585 reaction equation
C[O:2][C:3]1[CH:4]=[CH:5][C:6]2[C:10]([C:11](=[O:32])[C:12]3[CH:17]=[CH:16][C:15]([O:18][CH2:19][CH:20]4[CH2:25][CH2:24][CH2:23][CH2:22][N:21]4[CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31])=[CH:14][CH:13]=3)=[C:9]([C:33]3[CH:38]=[CH:37][C:36]([O:39]C)=[CH:35][CH:34]=3)[S:8][C:7]=2[CH:41]=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:32])[C:12]3[CH:13]=[CH:14][C:15]([O:18][CH2:19][CH:20]4[CH2:25][CH2:24][CH2:23][CH2:22][N:21]4[CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31])=[CH:16][CH:17]=3)=[C:9]([C:33]3[CH:34]=[CH:35][C:36]([OH:39])=[CH:37][CH:38]=3)[S:8][C:7]=2[CH:41]=1

Participants

4

Reactant 3

HCID 6343EthanethiolHCID 6451240Aluminum(III) ChlorideHCID 18787282HCID 18787282, compound

Product 1

HCID 18787293HCID 18787293, compoundYield 44%

Procedure

6-Methoxy-2-(4-methoxyphenyl)-3-(4-[(1-hexylpiperidin-2-yl)methoxy]benzoyl)benzo[b]thiophene (464 mg, 0.812 mmol), ethane thiol (4.06 mmol), and aluminum chloride (649 mg, 4.87 mmol) were converted to 194 mg (44%) of the title compound by the procedure of Example 16. MS(FD) 544(M+). IR (CHCl3) ν max 3380, 2930, 2858, 1598, 1467, 1256, 1166.

Sources & evidence

ORD record
ord-cd61903f082e473ab24fd509fe6ab3b9
Source dataset
uspto-grants-2000_05
Patent number
US06060488

Reaction notes

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