Water → HCID 178489968, compound

HRID 2286316Notes

Reaction equation

HRID 2286316 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. filtrationthe product collected by filtration
  3. washwashed with water and air
  4. customdried

Sources & evidence

ORD record
ord-4d818fed5bd3483fa89d62b2f3d5b24c
Source dataset
uspto-grants-1981_05
Patent number
US04265812

Reaction notes

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