Ethanesulfonyl chloride → HCID 178440396, compound

HRID 1987615Notes

Reaction equation

[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][C:9]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[NH:12]/[C:11](=[C:19]3/[C:20]([CH2:25][CH2:26][CH3:27])=[N:21][NH:22][C:23]/3=[O:24])/[CH:10]=2)=[CH:4][CH:3]=1.[CH2:28]([S:30](Cl)(=[O:32])=[O:31])[CH3:29]>>[O:24]=[C:23]1[NH:22][N:21]=[C:20]([CH2:25][CH2:26][CH3:27])/[C:19]/1=[C:11]1/[NH:12][C:13]2[C:18]([C:9]([S:8][C:5]3[CH:4]=[CH:3][C:2]([NH:1][S:30]([CH2:28][CH3:29])(=[O:32])=[O:31])=[CH:7][CH:6]=3)=[CH:10]/1)=[CH:17][CH:16]=[CH:15][CH:14]=2

Participants

Reactant 2

HCID 11667Ethanesulfonyl chloride

HCID 178440359HCID 178440359, compound

Product 1

HCID 178440396HCID 178440396, compound

Procedure

The title compound was synthesized using (Z)-4-(4-(4-aminophenylthio)quinolin-2(1H)-ylidene)-3-propyl-1H-pyrazol-5(4H)-one and ethanesulfonyl chloride according to the procedure described in the synthesis of Example 26. 1H NMR (400 MHz, DMSO-d6) δ ppm 0.84 (t, J=7.45 Hz, 3H) 1.33 (t, J=7.33 Hz, 3H) 1.56 (dq, J=15.00, 7.46 Hz, 2H) 2.77-2.83 (m, 2H) 3.49-3.51 (m, 2H) 6.72 (d, J=8.59 Hz, 2H) 7.29 (d, J=8.34 Hz, 2H) 7.63 (t, J=7.58 Hz, 1H) 7.80 (t, J=7.71 Hz, 1H) 7.94 (d, J=8.34 Hz, 1H) 8.14 (d, J=8.08 Hz, 1H) 12.92 (s, 1H); ESI-MS: m/z calc'd for C23H24N4O3S2 468.59. found 469.2 (M+H)+.

Workup

customdescribed in the synthesis of Example 26

Sources & evidence

ORD record: ord-ad0ed26a879143fd9ce5e7852ced0a62
Source dataset: uspto-grants-2009_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07550598B2

Reaction notes

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