Acetaldehyde → HCID 60207494, compound

HRID 1192270Notes

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].[CH:27](=O)[CH3:28]>>[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]([CH2:27][CH3:28])[CH2:19][CH2:18]2)=[O:15])=[CH:11][C:10]=1[N+:23]([O-:25])=[O:24]

Participants

Reactant 2

HCID 177Acetaldehyde

HCID 60207455HCID 60207455, compound

Product 1

HCID 60207494HCID 60207494, 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 acetaldehyde (81.0 mg, 1.38 mmol). The title compound was obtained as a solid (8.0 mg, 4% yield). 1H NMR (400 MHz, d6-DMSO) δ:8.98 (2H, m), 8.73 (1H, m), 8.52 (1H, s), 4.28 (1H, m), 3.67 (2H, m), 3.17 (1H, m), 2.97 (2H, m), 2.16 (2H, m), 1.79 (2H, m), 1.58 (2H, m), 1.03 (3H, m). MS m/z: 461.08, 463.09 [M+H]+.

Workup

customPrepared

Sources & evidence

ORD record: ord-6ce04c6d26df4a0e9d7f344feb82222d
Source dataset: uspto-grants-2014_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08680139B2

Reaction notes

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