N,N-Dimethylethylenediamine → Sulfanilamide, N(sup 1)-(2-(dimethylamino)ethyl)-

HRID 858309Notes

Reaction equation

HRID 858309 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].[CH3:12][N:13]([CH3:17])[CH2:14][CH2:15][NH2:16]>C(OCC)(=O)C>[CH3:12][N:13]([CH3:17])[CH2:14][CH2:15][NH:16][S:1](=[O:10])([C:3]1[CH:8]=[CH:7][C:6]([NH2:9])=[CH:5][CH:4]=1)=[O:2]

Participants

4

Reactant 2

HCID 66053N,N-DimethylethylenediamineHCID 668234-Aminobenzenesulfonyl fluoride

Product 1

HCID 203438Sulfanilamide, N(sup 1)-(2-(dimethylamino)ethyl)-

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

5.26 g sulphanilic acid fluoride and 16.5 ml of N,N-dimethyl-ethylenediamine are stirred for 4 hours at 100° C., then dissolved in ethyl acetate and extracted three times with saline solution. The residue obtained by evaporation of the organic phase is crystallised from diethyl ether and dried at 60° C.

Workup

  1. extractionextracted three times with saline solution
  2. customThe residue obtained by evaporation of the organic phase
  3. customis crystallised from diethyl ether
  4. customdried at 60° C.

Sources & evidence

ORD record
ord-f12b51a137e64041950a6ea3ba2fd9c3
Source dataset
uspto-grants-2006_12
Patent number
US07148249B2

Reaction notes

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