Cesium carbonate → HCID 68715158, compound

HRID 1818850Notes

Reaction equation

HRID 1818850 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]/[CH:22]=[CH:23]/[CH2:24]Br.C(=O)([O-])[O-].[Cs+].[Cs+]>>[Br:20][CH2:21]/[CH:22]=[CH:23]/[CH2:24][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 641245trans-1,4-Dibromo-2-buteneHCID 46833099HCID 46833099, compound

Product 1

HCID 68715158HCID 68715158, compoundYield 67%

Procedure

In an analogous manner to general procedure IV, 1-(2,4-difluorophenyl)-1,3-dihydro-2,1,3-benzothiadiazole2,2-dioxide (3.37 g, 11.9 mmol) was treated with (E)-1,4-dibromobut-2-ene (8.9 g, 41.7 mmol) and cesium carbonate (3.9 g, 11.9 mmol) to give 1-[(2E)-4-bromobut-2-en-1-yl]-3-(2,4-difluorophenyl)-1,3-dihydro-2,1,3-benzothiadiazole2,2-dioxide (3.3 g, 67%) as a clear oil.

Sources & evidence

ORD record
ord-6d5ec80b1166459d9b0b35de9aad0e13
Source dataset
uspto-grants-2009_10
Patent number
US07601722B2

Reaction notes

Loading…