Cyanamide → HCID 87441488, compound

HRID 1890800Notes

Reaction equation

HRID 1890800 reaction equation
Cl.[Cl:2][C:3]1[CH:17]=[CH:16][C:6]([O:7][C:8]([CH3:15])([CH3:14])[C:9](=[NH:13])[O:10][CH2:11][CH3:12])=[C:5]([F:18])[CH:4]=1.O.P(O)([O-])(O)=O.[Na+].O.O.O.O.O.O.O.P([O-])([O-])(O)=O.[Na+].[Na+].[N:40]#[C:41]N>C(#N)C.O>[Cl:2][C:3]1[CH:17]=[CH:16][C:6]([O:7][C:8]([CH3:14])([CH3:15])[C:9](=[N:13][C:41]#[N:40])[O:10][CH2:11][CH3:12])=[C:5]([F:18])[CH:4]=1

Participants

7

Reactant 4

HCID 9864CyanamideHCID 516949Sodium Phosphate, Monobasic, MonohydrateHCID 6096963Phosphoric acid, disodium salt, heptahydrateHCID 67549403HCID 67549403, compound

Product 1

HCID 87441488HCID 87441488, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6342AcetonitrileSolvent

Procedure

A solution of Example 53E (9.9 g, 33.4 mmol) in acetonitrile (15 mL) was added to a solution of monosodium mono(hydrogenphosphate) hydrate (18.32 g, 134 mmol) and sodium hydrogenphosphate heptahydrate (17.92 g, 66.9 mmol) in water (70 mL) followed by the addition of cyanamide (2.81 g, 66.9 mmol). The reaction mixture was stirred at room temperature for 55 hours and then extracted with dichloromethane (3×50 mL). The combined organic extracts were dried (Na2SO4), filtered and concentrated to give the titled compound. MS (DCI+) m/z 302 (M+NH4)+.

Workup

  1. extractionextracted with dichloromethane (3×50 mL)
  2. dry with materialThe combined organic extracts were dried (Na2SO4)
  3. filtrationfiltered
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-45a9fd227442409ba96ab50729dbc94f
Source dataset
uspto-grants-2013_08
Patent number
US08507493B2

Reaction notes

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