2-Chlorobenzaldehyde → HCID 9846498, compound

HRID 1815473Notes

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]([N:51]1[CH2:56][CH2:55][NH:54][CH2:53][CH2:52]1)(=[O:50])[CH3:49]>>[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:49]/[C:48]([N:51]2[CH2:56][CH2:55][N:54]([C:21](=[O:22])[CH3:20])[CH2:53][CH2:52]2)=[O:50])=[CH:30][C:29]=1[C:36]([F:39])([F:38])[F:37]

Participants

Reactant 6

HCID 69962-Chlorobenzaldehyde

HCID 87122-Thiocresol

HCID 199606-Amino-1-hexanol

HCID 707302,4-Dichlorobenzenethiol

HCID 837951-Acetylpiperazine

HCID 5222694-Fluoro-3-(trifluoromethyl)benzaldehyde

Product 1

HCID 9846498HCID 9846498, compound

Procedure

The title compound was prepared by the procedures described in Example 1 substituting 2,4-dichlorothiophenol with 2-methylthiophenol, 2-chlorobenzaldehyde with 4-fluoro-3-trifluoromethyl benzaldehyde, and 6-amino-1-hexanol with 1-acetylpiperazine. 1H NMR (CDCl3, 300 MHz) δ 7.79 (s, 1H); 7.63 (d, J=15.4 Hz, 1H); 7.51 (d, J=6.8 Hz, 1H); 7.41-7.33 (m, 3H); 7.28 (m, 1H); 6.83 (d, J=15.4 Hz, 1H); 6.79 (d, J=6.8 Hz, 1H); 3.80-3.60 (m, 6H); 3.57-3.50 (m, 2H); 2.34 (s, 3H); 2.14 (s, 3H). MS (ESI) m/z 919 (2M+Na)+, 897 (2M+H)+, 471 (M+Na)+, 449 (M+H)+.

Sources & evidence

ORD record: ord-b3d89af261eb482a92bd2f41d50e6b60
Source dataset: uspto-grants-2005_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06878700B1

Reaction notes

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