Formamidine acetate → HCID 178518764, compound

HRID 912685Notes

Reaction equation

HRID 912685 reaction equation
[NH2:1][C:2]1[C:3](=[O:16])[NH:4][C:5](=[S:15])[N:6]([CH2:9][C:10]2[CH:14]=[CH:13][NH:12][N:11]=2)[C:7]=1[NH2:8].[C:17](O)(=O)C.C(N)=N>O>[NH:12]1[CH:13]=[CH:14][C:10]([CH2:9][N:6]2[C:7]3[N:8]=[CH:17][NH:1][C:2]=3[C:3](=[O:16])[NH:4][C:5]2=[S:15])=[N:11]1

Participants

4

Reactant 2

HCID 160693Formamidine acetateHCID 178508069HCID 178508069, compound

Product 1

HCID 178518764HCID 178518764, compoundYield 31%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The title compound was prepared in accordance with the general method described in Example 12(d) by using 5,6-diamino-1-(1H-pyrazol-3-ylmethyl)-2-thioxo-2,3-dihydropyrimidin-4(1H)-one (0.63 g, 2.64 mmol, obtained from Example 13(c)) and formamidine acetate (0.41 g, 3.95 mmol) with the exception that after the reaction mixture had cooled to r.t., water (10 mL) was added. The cloudy solution was maintained at 0° C. for 3 h and the precipitate that formed was collected by filtration, washed with water and methanol and dried in vacuo. The material was further purified by recrystallization from DMSO/water to give the title compound (0.20 g, 31% yield).

Workup

  1. customThe title compound was prepared in accordance with the general method
  2. temperatureThe cloudy solution was maintained at 0° C. for 3 h
  3. customthe precipitate that formed
  4. filtrationwas collected by filtration
  5. washwashed with water and methanol
  6. customdried in vacuo
  7. customThe material was further purified by recrystallization from DMSO/water

Sources & evidence

ORD record
ord-b02f72850997476699e58be3a3d761c4
Source dataset
uspto-grants-2011_09
Patent number
US08026244B2

Reaction notes

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