Dimethylamine → HCID 57886336, compound

HRID 1818849Notes

Reaction equation

HRID 1818849 reaction equation
Br[CH2:2][CH2:3][O:4][CH2:5][CH2:6][N:7]1[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[N:9]([C:16]2[CH:21]=[CH:20][C:19]([F:22])=[CH:18][C:17]=2[F:23])[S:8]1(=[O:25])=[O:24].[CH3:26][NH:27][CH3:28]>C(O)C>[F:23][C:17]1[CH:18]=[C:19]([F:22])[CH:20]=[CH:21][C:16]=1[N:9]1[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[N:7]([CH2:6][CH2:5][O:4][CH2:3][CH2:2][N:27]([CH3:28])[CH3:26])[S:8]1(=[O:25])=[O:24]

Participants

4

Reactant 2

HCID 674DimethylamineHCID 68712319HCID 68712319, compound

Product 1

HCID 57886336HCID 57886336, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In an analogous manner to general procedure V, 1-[2-(2-bromoethoxy)ethyl]-3-(2,4-difluorophenyl)-1,3-dihydro-2,1,3-benzothiadiazole 2,2-dioxide (0.53 g, 1.2 mmol) was treated with 33% dimethylamine in ethanol to give 2-{2-[3-(2,4-difluorophenyl)-2,2-dioxido-2,1,3-benzothiadiazol-1(3H)-yl]ethoxy}-N,N-dimethylethanamine which was treated with 1N hydrochloric acid in ether to give its hydrochloride salt as a white solid (0.157 g, 30%). MS (ES) m/z 397.9 ([M+H]+). HPLC retention time: 7.1 min.

Sources & evidence

ORD record
ord-957731a7ffa94ffd9651700d82896959
Source dataset
uspto-grants-2009_10
Patent number
US07601722B2

Reaction notes

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