Hydroxylamine → 5-({[t-Butyl(dimethyl)silyl]oxy}methyl)-N'-hydroxythiophene-3-carboximidamide

HRID 2247645Notes

Reaction equation

HRID 2247645 reaction equation
[Si:1]([O:8][CH2:9][C:10]1[S:14][CH:13]=[C:12]([C:15]#[N:16])[CH:11]=1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].[NH2:17][OH:18]>>[Si:1]([O:8][CH2:9][C:10]1[S:14][CH:13]=[C:12]([C:15](=[N:17][OH:18])[NH2:16])[CH:11]=1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 787HydroxylamineHCID 68524051HCID 68524051, compound

Product 1

HCID 866202125-({[t-Butyl(dimethyl)silyl]oxy}methyl)-N'-hydroxythiophene-3-carboximidamide

Procedure

The crude product of the title compound was synthesized by conducting the similar reaction to that mentioned in Example 1 (1d) using 5-({[t-butyl(dimethyl)silyl]oxy}methyl)thiophene-3-carbonitrile (4.3 g, 17 mmol) that was obtained in Example 3 (3a) and a 40% aqueous solution of hydroxylamine (2.2 ml). Subsequently, the crude product of the title compound thus obtained was purified by chromatography on a silica gel column using a mixed solvent of ethyl acetate and hexane (1:10 to 2:5) as the eluent to afford the title compound (4.7 g) in a yield of 97% as a white crystalline solid.

Workup

  1. customthe similar reaction to

Sources & evidence

ORD record
ord-1ca15528a5424c65ab7512d8a49325b3
Source dataset
uspto-grants-2010_03
Patent number
US07687491B2

Reaction notes

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