Benzenesulfonyl chloride → HCID 12822481, compound

HRID 980296Notes

Reaction equation

HRID 980296 reaction equation
[C:1]1([S:7](Cl)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH2:11][CH2:12][C:13]1[CH:14]=[C:15]2[C:19](=[CH:20][CH:21]=1)[NH:18][CH:17]=[C:16]2[CH2:22][CH2:23][N:24]1[C:32](=[O:33])[C:31]2[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=2)[C:25]1=[O:34]>N1C=CC=CC=1.O>[O:34]=[C:25]1[C:26]2[C:31](=[CH:30][CH:29]=[CH:28][CH:27]=2)[C:32](=[O:33])[N:24]1[CH2:23][CH2:22][C:16]1[C:15]2[C:19](=[CH:20][CH:21]=[C:13]([CH2:12][NH:11][S:7]([C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)(=[O:9])=[O:8])[CH:14]=2)[NH:18][CH:17]=1

Participants

5

Reactant 2

HCID 7369Benzenesulfonyl chlorideHCID 12803116HCID 12803116, compound

Product 1

HCID 12822481HCID 12822481, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 1049PyridineSolvent

Procedure

Benzenesulphonyl chloride (0.33 ml) was added to an ice-cooled, stirred solution of 2-[2-[5-(aminomethyl)-1H-indol-3-yl]ethyl]-1H-isoindole-1,3(2H)-dione, hemisulphate, hydrate (0.84 g) in dry pyridine (25 ml). After 2 h with ice cooling, the mixture was stirred at room temperature for 1 h. Water (5 ml) was added and the solution was stirred for 1 h. The mixture was diluted to 100 ml with water and the yellow solid (0.8 g) filtered off, m.p. 214°-6°.

Workup

  1. temperaturecooled
  2. stirringthe solution was stirred for 1 h
  3. filtrationthe yellow solid (0.8 g) filtered off

Sources & evidence

ORD record
ord-57bfb6e5cf9d403897491afdd25b59f0
Source dataset
uspto-grants-1987_01
Patent number
US04636521

Reaction notes

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