Bromide ion → HCID 23298424, compound

HRID 2393547Notes

Reaction equation

HRID 2393547 reaction equation
[ClH:1].[N+:2]([C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][CH:13]=1)[CH2:10]C(N)[CH2:8]2)([O-:4])=[O:3].C(N([CH2:20][CH3:21])CC)C.[Br-].O.[CH3:24][N:25]([CH:27]=O)C>>[ClH:1].[N+:2]([C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][CH:13]=1)[CH2:10][CH:24]([NH:25][CH2:27][C:21]1[CH:20]=[CH:12][CH:13]=[CH:5][CH:6]=1)[CH2:8]2)([O-:4])=[O:3]

Participants

6

Reactant 5

HCID 259Bromide ionHCID 962WaterHCID 6228DimethylformamideHCID 8471TriethylamineHCID 223193245-Nitro-indan-2-ylamine hydrochloride

Product 1

HCID 23298424HCID 23298424, compound

Procedure

To 5-nitro-2-aminoindane hydrochloride (3.00 g, 14.00 mmol) in DMF (60 ml) was added triethylamine (4.07 ml, 29.40 mmol) followed by henzyl bromide (1.74 ml, 14.68 mmol). The mixture was warmed to room temperature, stirred for 1 hr, dumped into water (200 ml), and extracted with ethyl acetate (3×50 ml). The combined extracts were washed with water, dried over magnesium sulfate, filtered through a small plug of silica gel and reduced to a syrup. The sub-titled compound was isolated as the hydrochloride salt: (2.29 g, 54%); m.p. dec 266° C.

Workup

  1. extractionextracted with ethyl acetate (3×50 ml)
  2. washThe combined extracts were washed with water
  3. dry with materialdried over magnesium sulfate
  4. filtrationfiltered through a small plug of silica gel

Sources & evidence

ORD record
ord-9a490845092d4d60a03de7f55ae42f4b
Source dataset
uspto-grants-1998_09
Patent number
US05807886

Reaction notes

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