Ammonium Chloride → HCID 178439602, compound

HRID 1453912Notes

Reaction equation

HRID 1453912 reaction equation
[Cl-:1].[NH4+:2].CO[C:5]1[CH2:6][CH:7]([CH2:10][CH2:11][CH3:12])[CH2:8][N:9]=1>C(O)C>[Cl-:1].[CH2:10]([CH:7]1[CH2:8][NH:9][C:5](=[NH2+:2])[CH2:6]1)[CH2:11][CH3:12]

Participants

4

Reactant 2

HCID 25517Ammonium ChlorideHCID 229286765-methoxy-3-propyl-3,4-dihydro-2H-pyrrole

Product 1

HCID 178439602HCID 178439602, compoundYield 76.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Ammonium chloride (110 mg, 2.06 mmol) was added to a solution of 5-methoxy-3-propyl-3,4-dihydro-2H-pyrrole (306 mg, 2.17 mmol) in ethanol (12 ml) and the mixture was heated to reflux for 4 hours. The reaction mixture was filtered and the filtrate was distilled off under reduced pressure to yield a crude product of the title compound (257 mg) as a white solid. 1H-NMR (DMSO-d6) δ(ppm) 0.86 (3H, t, J=7.2 Hz), 1.12-1.52 (4H, m), 2.34-2.60 (1H and DMSO, m), 2.78-2.93 (1H, m), 3.05-3.22 (2H, m), 3.54-3.70 (1H, m)

Workup

  1. temperaturethe mixture was heated
  2. temperatureto reflux for 4 hours
  3. filtrationThe reaction mixture was filtered
  4. distillationthe filtrate was distilled off under reduced pressure

Sources & evidence

ORD record
ord-e3b0f5bf833747ba8156ba168bac7389
Source dataset
uspto-grants-2009_01
Patent number
US07476688B2

Reaction notes

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