Dimethylamine → HCID 68556839, compound

HRID 2381929Notes

Reaction equation

HRID 2381929 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([S:11]([C:14]1[CH:19]=[CH:18][C:17]([CH3:20])=[CH:16][CH:15]=1)(=[O:13])=[O:12])[CH:6]=[C:5]2[S:21](Cl)(=[O:23])=[O:22].[CH3:25][NH:26][CH3:27]>C(Cl)Cl.O>[CH3:25][N:26]([CH3:27])[S:21]([C:5]1[C:4]2[C:8](=[CH:9][CH:10]=[C:2]([F:1])[CH:3]=2)[N:7]([S:11]([C:14]2[CH:19]=[CH:18][C:17]([CH3:20])=[CH:16][CH:15]=2)(=[O:13])=[O:12])[CH:6]=1)(=[O:23])=[O:22]

Participants

5

Reactant 2

HCID 674DimethylamineHCID 86639363HCID 86639363, compound

Product 1

HCID 68556839HCID 68556839, compoundYield 99%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6344DichloromethaneSolvent

Procedure

A solution of 5-fluoro-3-chlorosulfonyl-1-(toluene-4-sulfonyl)indole (2.52 g) in DCM (75 mL) is added to an aqueous solution of dimethylamine (40%, 20 mL) in water (50 mL) and stirred at rt for 20 h. The organic phase is separated, washed with water, brine, dried (MgSO4), filtered and concentrated in vacuo to afford 5-fluoro-1-(toluene-4-sulfonyl)-1H-indole-3-sulphonic acid dimethylamide (2.55 g, 99%) as a solid. MS: 397 (M+H).

Workup

  1. customThe organic phase is separated
  2. washwashed with water, brine
  3. dry with materialdried (MgSO4)
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-a9d64e33d9164581b95a8b241eb360be
Source dataset
uspto-grants-2012_09
Patent number
US08258130B2

Reaction notes

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