Peracetic Acid → HCID 53802155, compound

HRID 1659592Notes

Reaction equation

HRID 1659592 reaction equation
[CH3:1][S:2][C:3]1[CH:8]=[C:7]([CH:9]([OH:24])[CH2:10][NH:11][CH:12]([CH2:14][CH2:15][N:16]([CH3:23])[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH3:13])[CH:6]=[CH:5][C:4]=1[OH:25].C(OO)(=[O:28])C.C(Cl)(Cl)Cl.CO.N>CO>[CH3:23][N:16]([CH2:15][CH2:14][CH:12]([NH:11][CH2:10][CH:9]([C:7]1[CH:6]=[CH:5][C:4]([OH:25])=[C:3]([S:2]([CH3:1])=[O:28])[CH:8]=1)[OH:24])[CH3:13])[C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1

Participants

5

Reactant 3

HCID 6585Peracetic AcidHCID 12805909HCID 12805909, compoundHCID 21866414Chloroform methanol ammonia

Product 1

HCID 53802155HCID 53802155, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

To 2-methylthio-4-(2-[4-(methylanilino)-2-butylamino]-1-hydroxyethyl)phenol (1.8 g=5 mmol) in 50 ml methanol add a solution of 40% peracetic acid (5.0 mmol) in 10 ml methanol. Stir one-half hour and concentrate to obtain a gum. Chromatograph on 100 g silica gel using chloroform/methanol/ammonia as eluant and combine appropriate fractions and concentrate to obtain 4-(2-[4-(N-methylanilino)-2-butylamino]-1-hydroxyethyl)-2-methylsulfinylphenol. Dissolve this in ether and treat with ethereal hydrogen chloride to obtain the title product.

Workup

  1. concentrationconcentrate
  2. customto obtain a gum
  3. concentrationconcentrate

Sources & evidence

ORD record
ord-ab05bba23800463581e6dbf738b3711b
Source dataset
uspto-grants-1981_12
Patent number
US04304790

Reaction notes

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