Formamidine acetate → HCID 24855506, compound

HRID 912696Notes

Reaction equation

HRID 912696 reaction equation
[NH2:1][C:2]1[C:3](=[O:17])[NH:4][C:5](=[S:16])[N:6]([CH2:9][C:10]2[C:14]([CH3:15])=[N:13][O:12][N:11]=2)[C:7]=1[NH2:8].[C:18](O)(=O)C.C(N)=N>O>[CH3:15][C:14]1[C:10]([CH2:9][N:6]2[C:7]3[N:8]=[CH:18][NH:1][C:2]=3[C:3](=[O:17])[NH:4][C:5]2=[S:16])=[N:11][O:12][N:13]=1

Participants

4

Reactant 2

HCID 160693Formamidine acetateHCID 86631136HCID 86631136, compound

Product 1

HCID 24855506HCID 24855506, compoundYield 14,166.7%

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-[(4-methyl-1,2,5-oxadiazol-3-yl)methyl]-2-thioxo-2,3-dihydropyrimidin-4(1H)-one (0.41 g, 1.6 mmol, obtained from Example 16(c)) and formamidine acetate (0.25 g, 2.4 mmol) with the exception that after the reaction mixture had cooled to r.t., water (20 mL) was added. The cloudy solution was maintained at 5° C. o.n. and the precipitate that formed was collected by filtration, washed with water and methanol and dried. The material was further purified by recrystallization from DMSO/water to give the title compound (59.9 g, 14% yield).

Workup

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

Sources & evidence

ORD record
ord-6d42e6d1a4bd41a0bfe753123f18e5fb
Source dataset
uspto-grants-2011_09
Patent number
US08026244B2

Reaction notes

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