Dansyl chloride → HCID 9909467, compound

HRID 439392Notes

Reaction equation

HRID 439392 reaction equation
[NH2:1][C:2]1[O:6][N:5]=[C:4]([CH3:7])[C:3]=1[Br:8].[CH3:9][N:10]([CH3:25])[C:11]1[CH:20]=[CH:19][CH:18]=[C:17]2[C:12]=1[CH:13]=[CH:14][CH:15]=[C:16]2[S:21](Cl)(=[O:23])=[O:22]>>[CH3:9][N:10]([CH3:25])[C:11]1[CH:20]=[CH:19][CH:18]=[C:17]2[C:12]=1[CH:13]=[CH:14][CH:15]=[C:16]2[S:21]([NH:1][C:2]1[O:6][N:5]=[C:4]([CH3:7])[C:3]=1[Br:8])(=[O:23])=[O:22]

Participants

3

Reactant 2

HCID 11801Dansyl chlorideHCID 104875194-Bromo-3-methylisoxazol-5-amine

Product 1

HCID 9909467HCID 9909467, compoundYield 68%

Procedure

5-Dimethylamino-N-(4-bromo-3-methyl-5-isoxazolyl)-1-naphthalenesulfonamide was prepared from 5-amino-4-bromo-3-methylisoxazole and 5-dimethylaminonaphthalenesulfonyl chloride according to the procedures described in Example 5. The crude product was purified by recrystallization from ethyl acetate/hexanes to give a crystalline solid, m.p. 87°-89° C., yield 68%.

Workup

  1. customThe crude product was purified by recrystallization from ethyl acetate/hexanes
  2. customto give a crystalline solid, m.p. 87°-89° C., yield 68%

Sources & evidence

ORD record
ord-630fc198ffac4833a3f5563f7ed53691
Source dataset
uspto-grants-1996_05
Patent number
US05514691

Reaction notes

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