4'-Mercaptoacetanilide → HCID 178474280, compound

HRID 1987648Notes

Reaction equation

Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[NH:5]/[C:4](=[C:12]2/[C:13]([CH2:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)=[N:14][NH:15][C:16]/2=[O:17])/[CH:3]=1.[C:25]([NH:28][C:29]1[CH:34]=[CH:33][C:32]([SH:35])=[CH:31][CH:30]=1)(=[O:27])[CH3:26]>>[CH2:18]([C:13]1=[N:14][NH:15][C:16](=[O:17])/[C:12]/1=[C:4]1\[NH:5][C:6]2[C:11]([C:2]([S:35][C:32]3[CH:31]=[CH:30][C:29]([NH:28][C:25](=[O:27])[CH3:26])=[CH:34][CH:33]=3)=[CH:3]\1)=[CH:10][CH:9]=[CH:8][CH:7]=2)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Participants

Reactant 2

HCID 707774'-Mercaptoacetanilide

HCID 178518914HCID 178518914, compound

Product 1

HCID 178474280HCID 178474280, compound

Procedure

The title compound was prepared from (Z)-4-(4-chloroquinolin-2(1H)-ylidene)-3-benzyl-1H-pyrazol-5(4H)-one and 4-actamidothiophenol using a procedure analogous to the one described in Example 6. 1H NMR (400 MHz, DMSO-D6) δ ppm 2.94 (s, 2H) 2.11 (s, 3H) 6.77 (s, 1H) 7.23-7.32 (m, 3H) 7.42-7.50 (m, 2H) 7.65-7.69 (m, 3H) 7.83-7.93 (m, 3H) 7.99 (d, J=8.08 Hz, 1H) 8.16 (d, J=8.34 Hz, 1H) 10.35 (s, 1H); ESI-MS: m/z calc'd for C27H22N4O2S 466.15. found 467.4 (M+H)+.

Sources & evidence

ORD record: ord-9e5a1c4614114306bf0b5fc92c55c586
Source dataset: uspto-grants-2009_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07550598B2

Reaction notes

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