Hydroxylamine → 5-({[t-Butyl(dimethyl)silyl]oxy}methyl)-3-ethyl-N'-hydroxythiophene-2-carboximidamide
Reaction equation
[Si:1]([O:8][CH2:9][C:10]1[S:14][C:13]([C:15]#[N:16])=[C:12]([CH2:17][CH3:18])[CH:11]=1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].[NH2:19][OH:20]>>[Si:1]([O:8][CH2:9][C:10]1[S:14][C:13]([C:15](=[N:19][OH:20])[NH2:16])=[C:12]([CH2:17][CH3:18])[CH:11]=1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:2])[CH3:3]Participants
3
Procedure
The crude product of the title compound was synthesized by conducting the reaction similar to that mentioned in Example 1 (1d) using 5-({[t-butyl(dimethyl)silyl]oxy}methyl)-3-ethylthiophene-2-carbonitrile (0.93 g, 3.3 mmol) that was obtained in Example 10 (10c) and a 40% aqueous solution of hydroxylamine (0.5 mL)). Subsequently, the crude product of the title compound thus obtained was purified by recrystallization from hexane (6:4) to afford the title compound (0.60 g) in a yield of 60% as a white crystalline solid.
Workup
- custom