Chlorosulfonic acid → 1-(Trifluoroacetyl)-2,3-dihydro-1H-indole-5-sulfonyl chloride

HRID 1256060Notes

Reaction equation

HRID 1256060 reaction equation
[F:1][C:2]([F:15])([F:14])[C:3]([N:5]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH2:7][CH2:6]1)=[O:4].[Cl:16][S:17](O)(=[O:19])=[O:18]>>[F:15][C:2]([F:1])([F:14])[C:3]([N:5]1[C:13]2[C:8](=[CH:9][C:10]([S:17]([Cl:16])(=[O:19])=[O:18])=[CH:11][CH:12]=2)[CH2:7][CH2:6]1)=[O:4]

Participants

3

Reactant 2

HCID 24638Chlorosulfonic acidHCID 44055422,2,2-Trifluoro-1-indolinylethan-1-one

Product 1

HCID 110883061-(Trifluoroacetyl)-2,3-dihydro-1H-indole-5-sulfonyl chloride

Procedure

2,2,2-trifluoro-1-(indolin-1-yl)ethanone (5 g, 16 mmol) was added to neat chlorosulfonic acid at 0° C. and then the solution was allowed to warm to rt and stirred for an additional 2 hrs. Reaction mixture was slowly added to ice chips and stirred for 10 min then filtered off 4.2 g of the title compound as a dark red colored solid.

Workup

  1. customReaction mixture
  2. additionwas slowly added to ice chips
  3. stirringstirred for 10 min
  4. filtrationthen filtered off 4.2 g of the title compound as a dark red colored solid

Sources & evidence

ORD record
ord-6905320e0f504b3b9d75917496af3bf9
Source dataset
uspto-grants-2013_06
Patent number
US08461134B2

Reaction notes

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