Sodium Dithionite → 5,6-Diamino-1-(pyridin-3-ylmethyl)-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one
Reaction equation
[NH2:1][C:2]1[N:7]([CH2:8][C:9]2[CH:10]=[N:11][CH:12]=[CH:13][CH:14]=2)[C:6](=[S:15])[NH:5][C:4](=[O:16])[CH:3]=1.[N:17]([O-])=O.[Na+].S(S([O-])=O)([O-])=O.[Na+].[Na+]>>[NH2:17][C:3]1[C:4](=[O:16])[NH:5][C:6](=[S:15])[N:7]([CH2:8][C:9]2[CH:10]=[N:11][CH:12]=[CH:13][CH:14]=2)[C:2]=1[NH2:1]Participants
4
Procedure
The title compound was prepared in accordance with the general method described in Example 1(c) using 6-amino-1-(pyridin-3-ylmethyl)-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one (0.50 g, 2.27 mmol, obtained from Example 2(a)), sodium nitrite (0.17 g, 2.50 mmol) and sodium dithionite (0.99 g, 5.68 mmol), with the exception that the reaction time was 1 h at r.t. after the addition of sodium dithionite. The crude title compound was obtained as a solid (0.376 g, 66%).
Workup
- customThe title compound was prepared in accordance with the general method
Sources & evidence
- ORD record
- ord-54e764b15b814f1084bfc46d99aa535d
- Source dataset
- uspto-grants-2011_09
- Patent number
- US08026244B2
Reaction notes
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