Sodium Dithionite → HCID 86631121, compound

HRID 912670Notes

Reaction equation

HRID 912670 reaction equation
[NH2:1][C:2]1[N:7]([CH:8]([C:10]2[NH:14][C:13]3[CH:15]=[CH:16][CH:17]=[CH:18][C:12]=3[N:11]=2)[CH3:9])[C:6](=[S:19])[NH:5][C:4](=[O:20])[CH:3]=1.[N:21]([O-])=O.[Na+].S(S([O-])=O)([O-])=O.[Na+].[Na+]>C(O)(=O)C.O>[NH2:21][C:3]1[C:4](=[O:20])[NH:5][C:6](=[S:19])[N:7]([CH:8]([C:10]2[NH:14][C:13]3[CH:15]=[CH:16][CH:17]=[CH:18][C:12]=3[N:11]=2)[CH3:9])[C:2]=1[NH2:1]

Participants

6

Reactant 3

HCID 24489Sodium DithioniteHCID 23668193Sodium NitriteHCID 86631120HCID 86631120, compound

Product 1

HCID 86631121HCID 86631121, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Procedure

To 6-amino-1-[1-(1H-benzimidazol-2-yl)ethyl]-2-thioxo-2,3-dihydropyrimidin-4(1H)-one (0.21 g, 0.74 mmol, obtained from Example 9(d)) in acetic acid (2 mL) was added, dropwise, a solution of sodium nitrite (0.056 g, 0.81 mmol) in H2O (0.5 mL). After 50 minutes sodium dithionite (0.26 g, 1.5 mmol) was added and the reaction was stirred 20 minutes, followed by evaporation of acetic acid in vacuo and addition of water (25 mL). The precipitated solid was collected by filtration, washed with H2O and dried giving the title compound, which was used in the next step without further purification.

Workup

  1. customfollowed by evaporation of acetic acid in vacuo and addition of water (25 mL)
  2. filtrationThe precipitated solid was collected by filtration
  3. washwashed with H2O
  4. customdried

Sources & evidence

ORD record
ord-15469ae7729f421db18f4f90c3f8d642
Source dataset
uspto-grants-2011_09
Patent number
US08026244B2

Reaction notes

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