Methane → 1-(2-Nitro-1-imidazolyl)-3-(2-fluoroethylamino)-2-propanol

HRID 2372392Notes

Reaction equation

HRID 2372392 reaction equation
Cl.[N+:2]([C:5]1[N:6]([CH2:10][CH:11]([OH:17])[CH2:12][NH:13][CH2:14][CH2:15][F:16])[CH:7]=[CH:8][N:9]=1)([O-:4])=[O:3].[OH-].[Na+].C>>[N+:2]([C:5]1[N:6]([CH2:10][CH:11]([OH:17])[CH2:12][NH:13][CH2:14][CH2:15][F:16])[CH:7]=[CH:8][N:9]=1)([O-:4])=[O:3]

Participants

4

Reactant 3

HCID 297MethaneHCID 14798Sodium HydroxideHCID 146215531-(2-Nitro-1-imidazolyl)-3-(2-fluoroethylamino)-2-propanol hydrochloride

Product 1

HCID 146215521-(2-Nitro-1-imidazolyl)-3-(2-fluoroethylamino)-2-propanol

Procedure

In a manner analogous to that described in Example 1(b) there was obtained by reaction of 1-(2-nitro-1-imidazolyl)-3-(1-aziridino)-2-propanol with aqueous hydrofluoric acid (48% w/w HF) at 0°-5° C., 1-(2-nitro-1-imidazolyl)-3-(2-fluoroethylamino)-2-propanol hydrochloride after stirring with cold ethanolic sodium hydroxide (1.0 mol equivalent) and decolourising charcoal for 15 minutes, filtration and treatment with a small excess of ethereal hydrogen chloride; yield 41%, m.p. 177°-179° C. (dec.).

Workup

  1. customfor 15 minutes
  2. filtrationfiltration and treatment with a small excess of ethereal hydrogen chloride

Sources & evidence

ORD record
ord-4781b68a665a4b17902c6d5feb550686
Source dataset
uspto-grants-1992_03
Patent number
US05098921

Reaction notes

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