Ethanethiol → HCID 9850075, compound

HRID 1107582Notes

Reaction equation

HRID 1107582 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][CH:19]4[CH2:24][CH2:23][N:22]([CH2:25][C:26]5[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=5)[CH2:21][CH2:20]4)=[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][CH:19]4[CH2:24][CH2:23][N:22]([CH2:25][C:26]5[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=5)[CH2:21][CH2:20]4)=[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 9894114HCID 9894114, compound

Product 1

HCID 9850075HCID 9850075, compoundYield 56%

Procedure

6-Methoxy-2-(4-methoxyphenyl)-3-(4-[1-benzylpiperidin-4-oxy]benzoyl)benzo[b]thiophene (846 mg, 1.50 mmol), ethane thiol (7.50 mmol), and aluminum chloride (1.2 g, 9.00 mmol) were converted to 450 mg (56%) of the title compound by the procedure of Example 16. MS(FD) 536(M+). IR (CHCl3) ν max 3311, 3023, 3011, 2953, 1721, 1596, 1469, 1257, 1166.

Sources & evidence

ORD record
ord-2fe9d9489fe249459ed5c16f50a12272
Source dataset
uspto-grants-2000_05
Patent number
US06060488

Reaction notes

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