3-Amino-1-propanol → HCID 86632904, compound

HRID 1628540Notes

Reaction equation

HRID 1628540 reaction equation
Cl[C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][C:5]([F:11])=[CH:4][C:3]=1[N+:12]([O-:14])=[O:13].[NH2:15][CH2:16][CH2:17][CH2:18][OH:19]>O1CCCC1.C(OCC)(=O)C>[F:11][C:5]1[CH:6]=[C:7]([N+:8]([O-:10])=[O:9])[C:2]([NH:15][CH2:16][CH2:17][CH2:18][OH:19])=[C:3]([N+:12]([O-:14])=[O:13])[CH:4]=1

Participants

5

Reactant 2

HCID 90863-Amino-1-propanolHCID 123611032-Chloro-5-fluoro-1,3-dinitrobenzene

Product 1

HCID 86632904HCID 86632904, compoundYield 94%

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a stirred solution of 2-chloro-5-fluoro-1,3-dinitrobenzene (3.24 g, 14.7 mmol) in tetrahydrofuran (50 mL) was added 3-amino-1-propanol (2.80 mL, 36.8 mmol) at 0° C. After being stirred for 3 h at room temperature, the mixture was diluted with ethyl acetate, washed with aqueous sodium hydrogen carbonate and brine, dried over sodium sulfate, filtrated, and concentrated in vacuo to give the title compound as a yellow solid (3.59 g, 13.8 mmol, 94%).

Workup

  1. washwashed with aqueous sodium hydrogen carbonate and brine
  2. dry with materialdried over sodium sulfate
  3. filtrationfiltrated
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-789de250c6d148f58736338b1965efb8
Source dataset
uspto-grants-2014_07
Patent number
US08785460B2

Reaction notes

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