Triethylamine → HCID 22273490, compound

HRID 1064326Notes

Reaction equation

HRID 1064326 reaction equation
[S:1](F)(=[O:10])([C:3]1[CH:8]=[CH:7][C:6]([NH2:9])=[CH:5][CH:4]=1)=[O:2].[N:12]1([CH2:18][CH2:19][CH2:20][NH2:21])[CH2:16][CH2:15][CH2:14][C:13]1=[O:17].C(N(CC)CC)C>C(O)CCC>[N:12]1([CH2:18][CH2:19][CH2:20][NH:21][S:1]([C:3]2[CH:8]=[CH:7][C:6]([NH2:9])=[CH:5][CH:4]=2)(=[O:10])=[O:2])[CH2:16][CH2:15][CH2:14][C:13]1=[O:17]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 668234-Aminobenzenesulfonyl fluorideHCID 821111-(3-Aminopropyl)-2-pyrrolidinone

Product 1

HCID 22273490HCID 22273490, compound

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

Sulphanilyl fluoride (6.5 g, 37.1 mmol), 3-(pyrrolidin-2-on-1-yl)propylamine (5.79 g, 40.8 mmol) and triethylamine (5.69 ml, 40.8 mmol) in n-butanol (15 ml) was heated at reflux for 10 hours. The mixture was allowed to cool, silica was added and the volatiles were evaporated. The residue was purified by chromatography eluting with DCM/MeOH (100:0) increasing in polarity to (90:10) to give the title compound m/z: 297.

Workup

  1. temperatureat reflux for 10 hours
  2. temperatureto cool
  3. additionsilica was added
  4. customthe volatiles were evaporated
  5. customThe residue was purified by chromatography
  6. washeluting with DCM/MeOH (100:0)
  7. temperatureincreasing in polarity to (90:10)

Sources & evidence

ORD record
ord-3ef6bc601ab141b78a956d2ff4d893e4
Source dataset
uspto-grants-2005_11
Patent number
US06969714B2

Reaction notes

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