Chlorosulfonic acid → 6-Bromo-1-oxo-1,2-dihydroisoquinoline-4-sulfonyl chloride

HRID 906441Notes

Reaction equation

HRID 906441 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8](=[O:12])[NH:7][CH:6]=[CH:5]2.[S:13]([Cl:17])(=O)(=[O:15])[OH:14]>>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8](=[O:12])[NH:7][CH:6]=[C:5]2[S:13]([Cl:17])(=[O:15])=[O:14]

Participants

3

Reactant 2

HCID 24638Chlorosulfonic acid2×HCID 158851826-Bromoisoquinolin-1(2H)-one

Product 1

HCID 574399006-Bromo-1-oxo-1,2-dihydroisoquinoline-4-sulfonyl chloride

Procedure

A solution of 6-bromoisoquinolin-1(2H)-one (10 g) in chlorosulfuric acid (29.9 mL) was heated at 90° C. for 2 h. Chlorosulfuric acid (29.9 mL) was added, and the reaction mixture was poured onto ice (CAUTION). The resulting solid was filtered, washed with water, and dried in vacuo (25° C.) to give the subtitle compound as a beige solid (12.31 g).

Workup

  1. additionthe reaction mixture was poured onto ice (CAUTION)
  2. filtrationThe resulting solid was filtered
  3. washwashed with water
  4. customdried in vacuo (25° C.)

Sources & evidence

ORD record
ord-49012547d6a24f8a86b84632c82935d7
Source dataset
uspto-grants-2011_09
Patent number
US08012980B2

Reaction notes

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