2-Chlorobenzaldehyde → HCID 9934259, compound

HRID 1872592Notes

Reaction equation

HRID 1872592 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6](Cl)[CH:5]=[CH:4][C:3]=1[SH:9].[Br:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1S.Cl[C:19]1C=CC=C[C:20]=1[CH:21]=[O:22].[NH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][OH:34].OCC1CCCCN1>>[Br:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[S:9][C:3]1[CH:4]=[CH:5][C:6](/[CH:19]=[CH:20]/[C:21]([N:27]2[CH2:28][CH2:29][CH2:30][CH2:31][CH:32]2[CH2:33][OH:34])=[O:22])=[CH:7][C:2]=1[Cl:1]

Participants

6

Reactant 5

HCID 69962-ChlorobenzaldehydeHCID 199606-Amino-1-hexanolHCID 707302,4-DichlorobenzenethiolHCID 805982-BromobenzenethiolHCID 94263Piperidin-2-ylmethanol

Product 1

HCID 9934259HCID 9934259, compound

Procedure

The title compound was prepared by the procedures described in Example 1 substituting 2,4-dichlorothiophenol with 2-bromothiophenol, 2-chlorobenzaldehyde with 3-chloro-4-fluoro-benzadehyde, and 6-amino-1-hexanol with 2-hydroxymethylpiperidine. 1H NMR (DMSO-d6, 300 MHz) δ 8.03 (m, 1H), 7.79 (d, J=7.8 Hz, 1H), 7.61 (m, 1H), 7.30-7.45 (m, 4H), 7.23 (m, 1H), 7.07 (m, 1H), 4.79 (m, 2H), 4.61 (m, 2H), 4.10 (m, 1H), 1.50 (m, 6H). HRMS calculated for C21H21N1O2S1Br1Cl1 : 466.0243. Observed: 466.0247.

Sources & evidence

ORD record
ord-4e69c3c6f0dc4b8b87658bf5685db290
Source dataset
uspto-grants-2000_08
Patent number
US06110922

Reaction notes

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