Cesium carbonate → HCID 68711467, compound

HRID 1818854Notes

Reaction equation

HRID 1818854 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[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[C:4]([F:8])=[CH:5][CH:6]=[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 468333812,1,3-Benzothiadiazole, 1-(2,6-difluorophenyl)-1,3-dihydro-, 2,2-dioxide

Product 1

HCID 68711467HCID 68711467, compoundYield 76%

Procedure

In an analogous manner to general procedure IV, 1-(2,6-difluorophenyl)-1,3-dihydro-2,1,3-benzothiadiazole2,2-dioxide (2.69 g, 9.5 mmol) was treated with 1-bromo-2-(2-bromoethoxy)ethane (3.6 mL, 28.6 mmol) and cesium carbonate (3.1 g, 9.5 mmol) to give 1-[2-(2-bromoethoxy)ethyl]-3-(2,6-difluorophenyl)-1,3-dihydro-2,1,3-benzothiadiazole2,2-dioxide as a clear oil (3.1 g, 76%). MS (ES) m/z 432.7.

Sources & evidence

ORD record
ord-7f15713ae8d646cb91b44d7e2da3b2a7
Source dataset
uspto-grants-2009_10
Patent number
US07601722B2

Reaction notes

Loading…