Ammonia → 7-nitro-2,3-dihydro-1H-Benz[de]isoquinoline-6-sulfonic acid amide

HRID 1068562Notes

Reaction equation

HRID 1068562 reaction equation
[NH3:1].[N+:2]([C:5]1[C:6]2[C:7]3[C:12](=[CH:13][CH:14]=1)[CH2:11][N:10](C(=O)C(F)(F)F)[CH2:9][C:8]=3[CH:21]=[CH:22][C:23]=2[S:24](Cl)(=[O:26])=[O:25])([O-:4])=[O:3]>CO>[N+:2]([C:5]1[C:6]2[C:7]3[C:12](=[CH:13][CH:14]=1)[CH2:11][NH:10][CH2:9][C:8]=3[CH:21]=[CH:22][C:23]=2[S:24]([NH2:1])(=[O:26])=[O:25])([O-:4])=[O:3]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 211896017-nitro-2,3-dihydro-2-trifluoroacetyl-1H-Benz[de]isoquinoline-6-sulfonyl chloride

Product 1

HCID 206661157-nitro-2,3-dihydro-1H-Benz[de]isoquinoline-6-sulfonic acid amide

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

A 2M solution of ammonia in methanol (10 mL) is added to a solution of 7-nitro-2,3-dihydro-2-trifluoroacetyl-1H-Benz[de]isoquinoline-6-sulfonyl chloride (4 mmol) in 40 mL of methanol and the resulting mixture is stirred at room temperature for 24 hours. The mixture is then concentrated under vacuum and the residue is partitioned between ethyl acetate and water. The organic layer is dried over magnesium sulfate and concentrated to afford the title compound. The crude product can be purified by recrystallization or chromatography.

Workup

  1. concentrationThe mixture is then concentrated under vacuum
  2. customthe residue is partitioned between ethyl acetate and water
  3. dry with materialThe organic layer is dried over magnesium sulfate
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-b19702fd44c944df9e8d83ea943b91d7
Source dataset
uspto-grants-2001_06
Patent number
US06251890B1

Reaction notes

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