Methanesulfonyl chloride → HCID 60207456, compound

HRID 1192236Notes

Reaction equation

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

Participants

Reactant 2

HCID 31297Methanesulfonyl chloride

HCID 60207455HCID 60207455, compound

Product 1

HCID 60207456HCID 60207456, compound

Procedure

Prepared according to the procedure described for example 199 from 5-((3,5-dichloropyridin-4-yl)thio)-4-nitro-N-(piperidin-4-yl)thiophene-2-carboxamide (0.2 g, 0.46 mmol) and methanesulfonyl chloride (79.0 mg, 0.69 mmol). The title compound was obtained as a solid (40 mg, 17% yield). 1H NMR (400 MHz, d6-DMSO) δ: 8.98 (2H, s), 8.73 (1H, m), 8.48 (1H, s), 3.80 (1H, m), 3.77 (2H, m), 2.84 (3H, s), 2.81 (2H, m), 1.89 (2H, m), 1.56 (2H, m). MS m/z: 509.25, 511.28 [M+H]+.

Workup

customPrepared

Sources & evidence

ORD record: ord-02875b6601b14236920765b6ab3dc9eb
Source dataset: uspto-grants-2014_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08680139B2

Reaction notes

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