N-Ethylethylenediamine → HCID 20225356, compound

HRID 463683

Reaction equation

HRID 463683 reaction equation
[CH2:1]([NH:3][CH2:4][CH2:5][NH2:6])[CH3:2].[CH3:7][S:8]([NH:11][C:12]1[CH:20]=[CH:19][C:15]([C:16]([Cl:18])=[O:17])=[CH:14][CH:13]=1)(=[O:10])=[O:9]>O1CCCC1>[ClH:18].[CH2:1]([NH:3][CH2:4][CH2:5][NH:6][C:16](=[O:17])[C:15]1[CH:19]=[CH:20][C:12]([NH:11][S:8]([CH3:7])(=[O:10])=[O:9])=[CH:13][CH:14]=1)[CH3:2]

Participants

4

Reactant 2

HCID 66071N-EthylethylenediamineHCID 117911194-[(Methylsulfonyl)amino]benzoyl chloride

Product 1

HCID 20225356HCID 20225356, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To a solution of 4.45 g (50.5 mmoles) of N-ethylethylenediamine in 50 ml of tetrahydrofuran cooled in an ice/ethanol bath under a nitrogen atmosphere add dropwise a solution of 11.8 g (50.5 mmoles) of 4-[(methylsulfonyl)amino]benzoyl chloride in 100 ml of tetrahydrofuran. When the addition is complete, allow the mixture to warm to room temperature and stir overnight. Filter the resulting solid and wash the solid with tetrahydrofuran then with diethyl ether. Triturate the solid in acetone, then recrystallize from 90% aqueous methanol to obtain the title compound.

Workup

  1. additionWhen the addition
  2. filtrationFilter the resulting solid
  3. washwash the solid with tetrahydrofuran
  4. customTriturate the solid in acetone
  5. customrecrystallize from 90% aqueous methanol

Sources & evidence

ORD record
ord-48aa1403aa7244b387efc142af8ece4f
Source dataset
uspto-grants-1985_10
Patent number
US04544654

Linked notes

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