3-Amino-1-propanol → HCID 19605461, compound

HRID 1603595Notes

Reaction equation

HRID 1603595 reaction equation
Br[C:2]1[CH:7]=[C:6]([S:8]([C:11]2[CH:16]=[CH:15][C:14]([NH2:17])=[CH:13][CH:12]=2)(=[O:10])=[O:9])[CH:5]=[C:4]([Br:18])[N:3]=1.N[CH2:20][CH2:21][CH2:22][OH:23].O1CCOC[CH2:25]1>>[NH2:17][C:14]1[CH:15]=[CH:16][C:11]([S:8]([C:6]2[CH:7]=[C:2]([NH:3][CH2:20][CH2:21][CH2:22][OH:23])[CH:25]=[C:4]([Br:18])[CH:5]=2)(=[O:10])=[O:9])=[CH:12][CH:13]=1

Participants

4

Reactant 3

HCID 90863-Amino-1-propanolHCID 312751,4-DioxaneHCID 110146744-(2,6-dibromopyridin-4-yl)sulfonylaniline

Product 1

HCID 19605461HCID 19605461, compoundYield 80%

Procedure

0.20 g (0.00051 mol) of 4-(2,6-dibromopyridine-4-sulphonyl)-phenylamine was dissolved in 10 ml dioxane and treated with 3.8 ml of 3-amino-1-propanol. The mixture was stirred at room temperature for 18 hrs., the solvent was removed and the residue was chromatographed on silica gel with ethyl acetate/hexane 1:1 and finally with pure ethyl acetate. There was obtained 0.158 g (80%) of 3-[3-(4-aminobenzenesulphonyl)-5-bromophenylamino]-propan-1-ol as a brownish oil. MS (ISP): me/e=388, 386 (C14H17BrN3O3S+).

Workup

  1. custom, the solvent was removed
  2. customthe residue was chromatographed on silica gel with ethyl acetate/hexane 1:1 and finally with pure ethyl acetate

Sources & evidence

ORD record
ord-325dcae9c7cf4a45a69226b51200023b
Source dataset
uspto-grants-1999_11
Patent number
US05990105

Reaction notes

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