Water → HCID 178489968, compound

HRID 893885Notes

Reaction equation

HRID 893885 reaction equation
[CH3:1][O:2][C:3]1[CH:9]=[CH:8][C:7]([CH3:10])=[CH:6][C:4]=1[NH2:5].[CH:11]([S:13](F)(=[O:15])=[O:14])=[CH2:12].[OH2:17].[OH-].[K+:19]>CN(C)C=O>[K:19][CH:11]([S:13]([OH:15])(=[O:17])=[O:14])[CH2:12][NH:5][C:4]1[CH:6]=[C:7]([CH3:10])[CH:8]=[CH:9][C:3]=1[O:2][CH3:1]

Participants

6

Reactant 4

HCID 962WaterHCID 84452-Methoxy-5-MethylanilineHCID 14797Potassium HydroxideHCID 69612Ethenesulfonyl fluoride

Product 1

HCID 178489968HCID 178489968, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

2-Methoxy-5-methylaniline (34.3 g 0.25 m) is dissolved in N,N-dimethylformamide (50 ml). Vinylsulfonyl fluoride (28.0 g, 0.26 m) is added dropwise at 20°-30° C. After the addition is complete the reaction mixture is allowed to stir at ambient temperature for 1 hr. The reaction is drowned into water (400 ml)., the product collected by filtration, washed with water and air dried. The product melts at 56°-58° C. The corresponding N-(2-potassiosulfoethyl)-2-methoxy-5-methylaniline is prepared therefrom by the above technique using KOH.

Workup

  1. additionAfter the addition
  2. filtration, the product collected by filtration
  3. washwashed with water and air
  4. customdried

Sources & evidence

ORD record
ord-d3486d683d784dffa6376744aeb6ebfa
Source dataset
uspto-grants-1981_08
Patent number
US04282144

Reaction notes

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