2-Chlorobenzaldehyde → HCID 9890542, compound

HRID 1815475Notes

Reaction equation

HRID 1815475 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=C[CH:24]=[CH:23][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.[O:48]=[C:49]1[CH2:53]CC[N:50]1[CH2:54][CH2:55][CH2:56][NH2:57]>>[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:53]/[C:49]([NH:50][CH2:54][CH2:55][CH2:56][N:57]2[CH2:24][CH2:23][CH2:20][C:21]2=[O:22])=[O:48])=[CH:30][C:29]=1[C:36]([F:39])([F:38])[F:37]

Participants

7

Reactant 6

HCID 69962-ChlorobenzaldehydeHCID 87122-ThiocresolHCID 199606-Amino-1-hexanolHCID 707302,4-DichlorobenzenethiolHCID 821111-(3-Aminopropyl)-2-pyrrolidinoneHCID 5222694-Fluoro-3-(trifluoromethyl)benzaldehyde

Product 1

HCID 9890542HCID 9890542, 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 3-(2-oxopyrrolidin-1-yl)propylamine. 1H NMR (CDCl3, 300 MHz) δ 7.78 (s, 1H); 7.53 (d, J=15.6 Hz, 1H); 7.49 (d, J=7.2 Hz, 1H); 7.40-7.33 (m, 3H); 7.14 (m, 1H); 6.80 (d, J=8.2 Hz, 1H); 6.43 (d, J=15.6 Hz, 1H); 3.41 (m, 4H); 3.32 (q, J=6.1 Hz, 2H); 2.43 (t, J=6.6 Hz, 2H); 2.34 (s, 3H), 2.08 (m, 2H), 1.75 (m, 2H). MS (ESI) m/z 947 (2M+Na)+, 925 (2M+H)+, 485 (M+Na)+, 463 (M+H)+.

Sources & evidence

ORD record
ord-af932ab7b8a54483a5eb54c930222ad5
Source dataset
uspto-grants-2005_04
Patent number
US06878700B1

Reaction notes

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