1,1'-Thiocarbonyldiimidazole → HCID 86589868, compound

HRID 1827343Notes

Reaction equation

HRID 1827343 reaction equation
[C:1]([N:8]1[CH:12]=[CH:11]N=[CH:9]1)([N:3]1[CH:7]=[CH:6]N=C1)=[S:2].NCCCNC1C[CH2:22][N:21]([CH2:24][CH2:25][C@@H:26]([C:38]2[CH:43]=[CH:42][C:41]([Cl:44])=[C:40]([Cl:45])[CH:39]=2)[CH2:27][N:28]([CH3:37])[C:29](=[O:36])[C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)[CH2:20][CH2:19]1>>[ClH:44].[ClH:44].[Cl:45][C:40]1[CH:39]=[C:38]([C@H:26]([CH2:25][CH2:24][N:21]2[CH2:22][CH2:11][CH:12]([N:8]3[CH2:9][CH2:6][CH2:7][NH:3][C:1]3=[S:2])[CH2:19][CH2:20]2)[CH2:27][N:28]([CH3:37])[C:29](=[O:36])[C:30]2[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=2)[CH:43]=[CH:42][C:41]=1[Cl:44]

Participants

3

Reactant 2

HCID 802641,1'-ThiocarbonyldiimidazoleHCID 54518328HCID 54518328, compound

Product 1

HCID 86589868HCID 86589868, compound

Procedure

Using the procedure of Example 3, replacing 1,1′-carbonyl-diimidazole by 1,1′-thiocarbonyldiimidazole, replacing (S)-N-[4-[4-(2-aminoethylamino)piperidino]-2-(3,4-dichloro-phenyl)butyl]-N-methylbenzamide by (S)-N-[4-[4-(3-aminopropylamino)-piperidino]-2-(3,4-dichlorophenyl)butyl]-N-methylbenzamide, and stirring overnight at room temperature instead of reflux, the title compound was obtained as a white solid; MS: m/z =533(M+1); Analysis for C27H34Cl2N4OS.2.30 HCl.0.10 (C2H5)2O: Calculated: C, 52.67; H, 6.01; N, 8.96. Found: C, 52.57; H, 6.11; N, 8.84.

Workup

  1. temperatureof reflux

Sources & evidence

ORD record
ord-7a095149320a45b488418f6dd68455b9
Source dataset
uspto-grants-2006_05
Patent number
US07053213B2

Reaction notes

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