Ammonia → HCID 22457535, compound

HRID 369724Notes

Reaction equation

HRID 369724 reaction equation
[C:1]([O:4][CH2:5][CH2:6][C:7]1[CH:8]=[C:9]([S:21](Cl)(=[O:23])=[O:22])[C:10]2[C:15]([C:16]=1[Br:17])=[CH:14][CH:13]=[CH:12][C:11]=2[N+:18]([O-:20])=[O:19])(=[O:3])[CH3:2].[NH3:25].O1CCOCC1>>[C:1]([O:4][CH2:5][CH2:6][C:7]1[CH:8]=[C:9]([S:21]([NH2:25])(=[O:23])=[O:22])[C:10]2[C:15]([C:16]=1[Br:17])=[CH:14][CH:13]=[CH:12][C:11]=2[N+:18]([O-:20])=[O:19])(=[O:3])[CH3:2]

Participants

4

Reactant 3

HCID 222AmmoniaHCID 312751,4-DioxaneHCID 22457557HCID 22457557, compound

Product 1

HCID 22457535HCID 22457535, compound

Procedure

Solid 3-(2-acetoxy-ethyl)-4-bromo-8-nitro-naphthalene-1-sulfonyl chloride (5.00 g, 11.45 mmol) was added at room temperature to 0.5M ammonia in dioxane (92 mL, 46 mmol). After stirring at room temperature for 40 minutes, the mixture was evaporated under vacuum to a residue which was mixed with water (100 mL), sonicated, and filtered. The collected pale-yellow solid was washed with water (2×20 mL) and vacuum dried to afford the title compound (4.75 g).

Workup

  1. customthe mixture was evaporated under vacuum to a residue which
  2. additionwas mixed with water (100 mL)
  3. customsonicated
  4. filtrationfiltered
  5. washThe collected pale-yellow solid was washed with water (2×20 mL) and vacuum
  6. customdried

Sources & evidence

ORD record
ord-9a96164050034dc4856ba5b9098df4dd
Source dataset
uspto-grants-2000_10
Patent number
US06140318

Reaction notes

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