N,N-Diethylethylenediamine → HCID 20225376, compound

HRID 1249192Notes

Reaction equation

HRID 1249192 reaction equation
[CH2:1]([S:3]([NH:6][C:7]1[CH:15]=[CH:14][C:10]([C:11]([Cl:13])=[O:12])=[CH:9][CH:8]=1)(=[O:5])=[O:4])[CH3:2].[CH2:16]([N:18]([CH2:22][CH3:23])[CH2:19][CH2:20][NH2:21])[CH3:17]>C1COCC1>[ClH:13].[CH2:16]([N:18]([CH2:22][CH3:23])[CH2:19][CH2:20][NH:21][C:11](=[O:12])[C:10]1[CH:14]=[CH:15][C:7]([NH:6][S:3]([CH2:1][CH3:2])(=[O:5])=[O:4])=[CH:8][CH:9]=1)[CH3:17]

Participants

4

Reactant 2

HCID 60993N,N-DiethylethylenediamineHCID 15057240HCID 15057240, compound

Product 1

HCID 20225376HCID 20225376, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
-10 °C

Procedure

Dissolve 4.97 g (0.22 moles) 4-[(ethylsulfonyl)amino]benzoyl chloride in 25 ml THF. Stir under N2 at -10° C. To the solution add 3.0 ml (0.22 mole) N,N-diethylethylenediamine dropwise. Follow the progress of the reaction by thin layer chromatography on silica gel (acetonitrile:methanol:ammonium hydroxide, 85:10:5). When the reaction is complete, remove the solvents in vacuo. Dissolve the gummy residue in refluxing ethanol and chill to produce white crystals. Filter the precipitate to obtain the title compound.

Workup

  1. customthe progress of the reaction by thin layer chromatography on silica gel (acetonitrile:methanol:ammonium hydroxide, 85:10:5)
  2. customremove the solvents in vacuo
  3. dissolutionDissolve the gummy residue
  4. temperaturein refluxing ethanol
  5. temperaturechill
  6. customto produce white crystals
  7. filtrationFilter the precipitate

Sources & evidence

ORD record
ord-8d10a4be42664bf98c23faed5b921bd5
Source dataset
uspto-grants-1986_12
Patent number
US04629739

Reaction notes

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