HCID 69466050, compound → HCID 58755938, compound

HRID 1625559Notes

Reaction equation

HRID 1625559 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([C:8]2[NH:9][C:10](=[S:13])[NH:11][N:12]=2)[O:5][C:6]=1[CH3:7].[Br-].Br[CH2:16][CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][NH+:19]=1>>[CH3:1][C:2]1[CH:3]=[C:4]([C:8]2[NH:12][N:11]=[C:10]([S:13][CH2:16][CH2:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=3)[N:9]=2)[O:5][C:6]=1[CH3:7]

Participants

3

Reactant 2

HCID 69466050HCID 69466050, compoundHCID 178423532HCID 178423532, compound

Product 1

HCID 58755938HCID 58755938, compoundYield 55%

Procedure

Prepared in a similar manner to example 1 using 5-(4,5-dimethylfuran-2-yl)-2H-1,2,4-triazole-3(4H)-thione (example 5a) and 2-(2-bromoethyl)pyridinium bromide (example 8a). Yield 55%. 1H NMR (500 MHz, CDCl3): δ 1.96 (s, 3H), 2.24 (s, 3H), 3.28 (t, 2H), 3.49 (t, 2H), 6.77 (s, 1H), 7.13-7.23 (m, 2H), 7.65 (t, 1H) 8.58 (s, 1H). MS (M+H, 301).

Sources & evidence

ORD record
ord-e3a3683efae94916997a673754b0c54e
Source dataset
uspto-grants-2014_07
Patent number
US08784782B2

Reaction notes

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