Hydrochloric Acid → HCID 135520417, compound

HRID 2249456Notes

Reaction equation

HRID 2249456 reaction equation
Cl.C(OC1C=CC(S(Cl)(=O)=O)=CC=1[C:15]1[NH:20][C:19](=[O:21])[C:18]2=[C:22]([CH3:28])[N:23]=[C:24]([CH2:25][CH2:26][CH3:27])[N:17]2[N:16]=1)C>N1C=CC=CC=1.ClCCl>[CH3:28][C:22]1[N:23]=[C:24]([CH2:25][CH2:26][CH3:27])[N:17]2[C:18]=1[C:19](=[O:21])[NH:20][CH:15]=[N:16]2

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 1354301594-Ethoxy-3-(5-methyl-4-oxo-7-propyl-1,4-dihydroimidazo[5,1-f][1,2,4]triazin-2-yl)benzene-1-sulfonyl chloride

Product 1

HCID 135520417HCID 135520417, compound

Reagents, catalysts & solvents 2

HCID 1049PyridineSolventHCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

110 mg (0.6 mmol) of 3-butylsydnoneimine hydrochoride are dissolved in 2.5 ml of pyridine and cooled to 0° C. 210 mg (0.5 mmol) of 4-ethoxy-3-(5-methyl-4-oxo-7-propyl-3,4-dihydro-imidazo[5,1-f][1,2,4]triazin-2-yl)-benzenesulphonyl chloride are added, and the reaction mixture is stirred for 2 hours at 0° C. and overnight at room temperature. The mixture is diluted with dichloromethane, the organic phase is washed with water and dried over sodium sulphate and the solvent is removed under reduced pressure. Chromatography (dichloromethane/methanol) gives 16 mg (6%) of 2-[2-ethoxy-5-(3-butylsydnoneimine)-1-sulphonyl)-phenyl]-5-methyl-7-propyl-3H-imidazo[5,1-f][1,2,4]triazin-4-one. Rf=0.41 (dichloromethane/methanol=95:5)

Workup

  1. washthe organic phase is washed with water
  2. dry with materialdried over sodium sulphate
  3. customthe solvent is removed under reduced pressure

Sources & evidence

ORD record
ord-b51b2e815b584ec4bbcef47c157d0611
Source dataset
uspto-grants-2008_01
Patent number
US07314871B2

Reaction notes

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