Methanesulfonyl chloride → HCID 15675894, compound

HRID 1030262Notes

Reaction equation

HRID 1030262 reaction equation
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[NH2:6][C:7]1[CH:16]=[CH:15][C:10]([O:11][CH2:12][CH:13]=[CH2:14])=[CH:9][CH:8]=1>N1C=CC=CC=1>[CH2:12]([O:11][C:10]1[CH:15]=[CH:16][C:7]([NH:6][S:2]([CH3:1])(=[O:4])=[O:3])=[CH:8][CH:9]=1)[CH:13]=[CH2:14]

Participants

4

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 65042044-(allyloxy)aniline

Product 1

HCID 15675894HCID 15675894, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Methanesulfonyl chloride (5.06 mL, 65.32 mmol) was added to a stirred solution of 3-[(4-amino)phenoxy]-1-propene (8.11 g, 54.43 mmol) in pyridine (80 mL) at 0° C. The mixture was stirred for 72 hours and was then poured slowly into ice-water and extracted with ether. The organic phase was washed with cold 1N HCl and was then extracted with 1N NaOH solution. The aqueous phase was acidified and the product (9.05 g, 73%) precipitated out as a white solid.

Workup

  1. extractionextracted with ether
  2. washThe organic phase was washed with cold 1N HCl
  3. extractionwas then extracted with 1N NaOH solution
  4. customthe product (9.05 g, 73%) precipitated out as a white solid

Sources & evidence

ORD record
ord-200b04e0096d49d2879b06b35f79a386
Source dataset
uspto-grants-1992_04
Patent number
US05104892

Reaction notes

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