Methanol → HCID 24750644, compound

HRID 252277Notes

Reaction equation

HRID 252277 reaction equation
Br[C:2]1[S:6][C:5]([NH:7][C:8]([NH:10][S:11]([C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([CH3:20])[CH:15]=2)(=[O:13])=[O:12])=[O:9])=[N:4][C:3]=1[CH3:21].C[S-].[Na+].[CH3:25][OH:26]>>[CH3:25][O:26][C:2]1[S:6][C:5]([NH:7][C:8]([NH:10][S:11]([C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([CH3:20])[CH:15]=2)(=[O:13])=[O:12])=[O:9])=[N:4][C:3]=1[CH3:21]

Participants

4

Reactant 3

HCID 887MethanolHCID 4378561Sodium methanethiolateHCID 24752789HCID 24752789, compound

Product 1

HCID 24750644HCID 24750644, compound

Procedure

N-[(5-Bromo-4-methyl-1,3-thiazol-2-yl)carbamoyl]-3-methylbenzenesulfonamide (41 mg, 0.11 mmol) was treated with sodium methanethiolate (31 mg, 0.42 mmol) in methanol (3.1 ml) at 80° C. for 4 days. After purification on preparative HPLC, 9 mg of the title compound were unexpectedly obtained as a white, amorph, freeze-dried solid. MS (ES): m/e 340.1 (M−H)

Workup

  1. customAfter purification on preparative HPLC, 9 mg of the title compound
  2. customwere unexpectedly obtained as a white, amorph,
  3. customfreeze-dried solid

Sources & evidence

ORD record
ord-e900740d58074bf1b009c0237c4409fd
Source dataset
uspto-grants-2011_01
Patent number
US07868030B2

Reaction notes

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