Cesium carbonate → HCID 68712319, compound

HRID 1818846Notes

Reaction equation

HRID 1818846 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[N:9]1[C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=2[NH:11][S:10]1(=[O:19])=[O:18].[Br:20][CH2:21][CH2:22][O:23][CH2:24][CH2:25]Br.C(=O)([O-])[O-].[Cs+].[Cs+]>>[Br:20][CH2:21][CH2:22][O:23][CH2:24][CH2:25][N:11]1[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[N:9]([C:3]2[CH:4]=[CH:5][C:6]([F:8])=[CH:7][C:2]=2[F:1])[S:10]1(=[O:18])=[O:19]

Participants

4

Reactant 3

HCID 10796Cesium carbonateHCID 21521Bis(2-bromoethyl) etherHCID 46833099HCID 46833099, compound

Product 1

HCID 68712319HCID 68712319, compoundYield 54.4%

Procedure

In an analogous manner to general procedure IV, 1-(2,4-difluorophenyl)-1,3-dihydro-2,1,3-benzothiadiazole2,2-dioxide (2.07 g, 7.3 mmol) was treated with 1-bromo-2-(2-bromoethoxy)ethane (3.2 mL, 25.7 mmol) and cesium carbonate (2.4 g, 7.3 mmol) to give 1-[2-(2-bromoethoxy)ethyl]-3-(2,4-difluorophenyl)-1,3-dihydro-2,1,3-benzothiadiazole2,2-dioxide (1.72 g, 53%) as a white amorphous solid. MS (ES) m/z 368.7 [M+H—SO2]+.

Sources & evidence

ORD record
ord-4c243300a4dd4b588a34f946e43fecb0
Source dataset
uspto-grants-2009_10
Patent number
US07601722B2

Reaction notes

Loading…