Ammonia → HCID 22457535, compound

HRID 2184714Notes

Reaction equation

HRID 2184714 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-214376c156a64eddb50e7cd6de81e632
Source dataset
uspto-grants-2002_06
Patent number
US06399597B1

Reaction notes

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