2-Chlorobenzaldehyde → HCID 9842678, compound

HRID 1815476Notes

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].[NH2:40][CH2:41][CH2:42][CH2:43]CCCO.C1(N)CC1>>[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]([NH:40][CH:41]2[CH2:42][CH2:43]2)=[O:22])=[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 69828Cyclopropylamine

HCID 707302,4-Dichlorobenzenethiol

HCID 5222694-Fluoro-3-(trifluoromethyl)benzaldehyde

Product 1

HCID 9842678HCID 9842678, 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 cyclopropylamine. 1H NMR (CDCl3, 300 MHz) δ 7.76 (s, 1H); 7.56 (d, J=15.4 Hz, 1H); 7.50 (d, J=8.4 Hz, 1H); 7.40-7.30 (m, 3H); 7.28 (m, 1H); 6.88 (d, J=8.4 Hz, 1H); 6.30 (d, J=15.4 Hz, 1H); 5.70 (br s, 1H), 2.95 (m, 1H); 2.34 (s, 3H); 0.85 (m, 2H); 0.57 (m, 2H). MS (ESI) m/z 777 (2M+Na)+, 755 (2M+H)+, 400 (M+Na)+, 378 (M+H)+.

Sources & evidence

ORD record: ord-bbc303a18c7747e9af58e3b1ce547069
Source dataset: uspto-grants-2005_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06878700B1

Reaction notes

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