Hydrochloric Acid → HCID 178518405, compound

HRID 869444Notes

Reaction equation

HRID 869444 reaction equation
[NH2:1][C:2]1[C:3]([C:8]([OH:10])=O)=[N:4][CH:5]=[CH:6][CH:7]=1.[O-:11][C:12]#[N:13].[K+].[Cl-].[NH4+].Cl>O>[N:1]1[C:2]2[CH:7]=[CH:6][CH:5]=[N:4][C:3]=2[C:8]([OH:10])=[N:13][C:12]=1[OH:11]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 25517Ammonium ChlorideHCID 738363-Aminopicolinic acidHCID 11378442Potassium cyanate

Product 1

HCID 178518405HCID 178518405, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent3×

Conditions

Temperature
160 °C

Procedure

3-Aminopicolinic acid (A-1) (1.0 g, 7.24 mmol, 1.0 eq), potassium cyanate (2.94 g, 36.2 mmol, 5.0 eq) and ammonium chloride (3.87 g, 72.4 mmol, 10.0 eq) are suspended in water (40 mL). The slurry is heated to 160° C. and mixed manually for 2 h as water vapour is expelled from the reaction vessel. The reaction temperature is then increased to 200° C. and stirred for 40 min. After cooling to 90° C., hot water is added and then the mixture is allowed to cool to RT. The mixture is acidified with concentrated HCl to adjust pH to 3-4. The precipitate is collected by filtration, rinsed with water (2×10 mL) and dried in vacuo to afford the product, pyrido[3,2-d]pyrimidine-2,4-diol (B-1).

Workup

  1. temperatureThe reaction temperature is then increased to 200° C.
  2. temperatureAfter cooling to 90° C.
  3. temperatureto cool to RT
  4. filtrationThe precipitate is collected by filtration
  5. washrinsed with water (2×10 mL)
  6. customdried in vacuo

Sources & evidence

ORD record
ord-6607bc2cb8c348359e3ad2a63fe23352
Source dataset
uspto-grants-2015_03
Patent number
US08969363B2

Reaction notes

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