Ethanethiol → HCID 18787310, compound

HRID 1107586Notes

Reaction equation

HRID 1107586 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][N:22]([CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31])[CH2:21]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][CH2:19][CH:20]4[CH2:25][CH2:24][CH2:23][N:22]([CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31])[CH2:21]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 9959766HCID 9959766, compound

Product 1

HCID 18787310HCID 18787310, compoundYield 19%

Procedure

6-Methoxy-2-(4-methoxyphenyl)-3-(4-[(1-hexylpiperidin-3-yl)methoxy]benzoyl)benzo[b]thiophene (1.24 g, 2.17 mmol), ethane thiol (10.8 mmol), and aluminum chloride (1.73 g, 13.0 mmol) were converted to 224 mg (19%) of the title compound by the procedure of Example 16. MS(FD) 544(M+). EA calculated for C33H37NO4S: C, 72.90; H, 6.86; N, 2.58. Found: C, 73.14; H, 7.04; N, 2.52.

Sources & evidence

ORD record
ord-c6533bd3710042728fc6a14f06fbfcf3
Source dataset
uspto-grants-2000_05
Patent number
US06060488

Reaction notes

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