N-Pyrazinylthiourea → 2-Chloro-5-[4-methyl-2-(pyrazin-2-ylamino)-thiazol-5-yl]-benzenesulfonamide

HRID 908171Notes

Reaction equation

[N:1]1[CH:6]=[CH:5][N:4]=[CH:3][C:2]=1[NH:7][C:8]([NH2:10])=[S:9].Br[CH:12]([C:16]1[CH:17]=[CH:18][C:19]([Cl:26])=[C:20]([S:22]([NH2:25])(=[O:24])=[O:23])[CH:21]=1)[C:13](=O)[CH3:14]>O1CCOCC1>[Cl:26][C:19]1[CH:18]=[CH:17][C:16]([C:12]2[S:9][C:8]([NH:7][C:2]3[CH:3]=[N:4][CH:5]=[CH:6][N:1]=3)=[N:10][C:13]=2[CH3:14])=[CH:21][C:20]=1[S:22]([NH2:25])(=[O:24])=[O:23]

Participants

Conditions

Temperature: 70 °C

Procedure

Pyrazin-2-yl-thiourea (1a) (0.07 g, 0.57 mmol) is added to a stirred solution of 5-(1-Bromo-2-oxo-propyl)-2-chloro-benzenesulfonamide (33b) (0.15 g, 0.46 mmol) in 1,4-dioxan (10 ml) at room temperature. The reaction mixture is heated to 70° C. for 2 h. The resulting precipitate is removed by filtration and dried under vacuum to give the titled compound

Workup

customThe resulting precipitate is removed by filtration
customdried under vacuum

Sources & evidence

ORD record: ord-c86a0c54f45e4b3d9330d53811c4a59e
Source dataset: uspto-grants-2011_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08017608B2

Reaction notes

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