2-Chlorobenzaldehyde → HCID 9826552, compound

HRID 1815474Notes

Reaction equation

ClC1C=C(Cl)C=CC=1S.[CH3:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[SH:17].ClC1C=CC=C[C:20]=1[CH:21]=[O:22].F[C:28]1[CH:35]=[CH:34][C:31]([CH:32]=O)=[CH:30][C:29]=1[C:36]([F:39])([F:38])[F:37].NCCCCCCO.[C:48]1([N:54]2[CH2:59][CH2:58][NH:57][CH2:56][CH2:55]2)[CH:53]=[CH:52][CH:51]=[CH:50][CH:49]=1>>[CH3:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[S:17][C:28]1[CH:35]=[CH:34][C:31](/[CH:32]=[CH:20]/[C:21]([N:57]2[CH2:58][CH2:59][N:54]([C:48]3[CH:53]=[CH:52][CH:51]=[CH:50][CH:49]=3)[CH2:55][CH2:56]2)=[O:22])=[CH:30][C:29]=1[C:36]([F:39])([F:38])[F:37]

Participants

Reactant 6

HCID 69962-Chlorobenzaldehyde

HCID 70961-Phenylpiperazine

HCID 87122-Thiocresol

HCID 199606-Amino-1-hexanol

HCID 707302,4-Dichlorobenzenethiol

HCID 5222694-Fluoro-3-(trifluoromethyl)benzaldehyde

Product 1

HCID 9826552HCID 9826552, compound

Procedure

The title compound was prepared by the procedures described in Example 1 substituting 2,4-dichlorothiophenol with 2-methylthiophenol, 2-chlorobenzaldehyde with 4fluoro-3-trifluoromethyl benzaldehyde, and 6-amino-1-hexanol with 4-phenylpiperazine. 1H NMR (CDCl3, 300 MHz) δ 7.81 (s, 1H); 7.64 (d, J=16.0 Hz, 1H); 7.51 (d, J=8.2 Hz, 1H); 7.40-7.27 (m, 6H); 6.98-6.90 (m, 4H); 6.80 (d, J=8.2 Hz, 1H); 3.88 (br s, 4H); 2.23 (br s, 4H); 2.34 (s, 3H). MS (ESI) m/z 987 (2M+Na)+, 965 (2M+H)+, 505 (M+Na)+, 483 (M+H)+, 451.

Sources & evidence

ORD record: ord-beeffade65d44fe6b3e5bfad04187ee1
Source dataset: uspto-grants-2005_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06878700B1

Reaction notes

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