Sodium Dithionite → HCID 86631130, compound

HRID 912688Notes

Reaction equation

HRID 912688 reaction equation
[NH2:1][C:2]1[N:7]([CH2:8][C:9]2[CH:14]=[N:13][C:12]([CH3:15])=[CH:11][N:10]=2)[C:6](=[S:16])[NH:5][C:4](=[O:17])[CH:3]=1.[N:18]([O-])=O.[Na+].S(S([O-])=O)([O-])=O.[Na+].[Na+]>C(O)(=O)C.O>[NH2:18][C:3]1[C:4](=[O:17])[NH:5][C:6](=[S:16])[N:7]([CH2:8][C:9]2[CH:14]=[N:13][C:12]([CH3:15])=[CH:11][N:10]=2)[C:2]=1[NH2:1]

Participants

6

Reactant 3

HCID 24489Sodium DithioniteHCID 23668193Sodium NitriteHCID 86631129HCID 86631129, compound

Product 1

HCID 86631130HCID 86631130, compoundYield 57%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Procedure

To 6-amino-1-[(5-methylpyrazin-2-yl)methyl)-2-thioxo-2,3-dihydropyrimidin-4(1H)-one (0.50 g, 2.00 mmol, obtained from Example 14(b)) in 90% acetic acid (7 mL) was added, dropwise, a solution of sodium nitrite (0.14 g, 2.1 mmol) in water (1 mL). After 2 h, sodium dithionite (1.0 g, 5.0 mmol) was added and after another 2 h the mixture was concentrated in vacuo providing the title compound (0.30 g, 57% yield) as a yellow solid. This was used without further purification.

Workup

  1. concentrationwas concentrated in vacuo

Sources & evidence

ORD record
ord-003e932d56f14016934f5295f4fd1caf
Source dataset
uspto-grants-2011_09
Patent number
US08026244B2

Reaction notes

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