Ammonia → HCID 19902507, compound

HRID 2372895Notes

Reaction equation

HRID 2372895 reaction equation
[C:1]([C:3]1[C:4](O)=[CH:5][C:6]2[N:7]([N:10]=[C:11]([CH:13]([CH2:18][CH3:19])[CH2:14][CH2:15][CH2:16][CH3:17])[N:12]=2)[C:8]=1[CH3:9])#[N:2].O=P(Cl)(Cl)[Cl:23].CO.N>O>[Cl:23][C:4]1[C:3]([C:1]#[N:2])=[C:8]([CH3:9])[N:7]2[N:10]=[C:11]([CH:13]([CH2:18][CH3:19])[CH2:14][CH2:15][CH2:16][CH3:17])[N:12]=[C:6]2[CH:5]=1

Participants

6

Reactant 4

HCID 222AmmoniaHCID 887MethanolHCID 24813Phosphorus oxychlorideHCID 178442549HCID 178442549, compound

Product 1

HCID 19902507HCID 19902507, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
105 °C

Procedure

272 g of 6-cyano-2-(1-ethylpentyl)-7-hydroxy-5-methyl[1,2,4]triazolo[2,3-a]pyridine were introduced into 250 g of phosphorus oxytrichloride and stirred at 105° C. for 4 hours. Then 250 g of methanol were added dropwise, the mixture was briefly boiled and 250 ml of water were run in. The solution was cooled and, at 10° to 20° C., the pH was adjusted to 7.5 with aqueous ammonia, when the target product precipitated. It was filtered off with suction, washed with water and dried at 50° C. under reduced pressure. 264 g of the compound of the formula ##STR11## were obtained. A sample recrystallized from ethanol/cyclohexane has a melting point of 95° to 96° C. and the following analysis:

Workup

  1. temperatureThe solution was cooled and, at 10° to 20° C.
  2. customprecipitated
  3. filtrationIt was filtered off with suction
  4. washwashed with water
  5. customdried at 50° C. under reduced pressure
  6. customwere obtained
  7. customA sample recrystallized from ethanol/cyclohexane

Sources & evidence

ORD record
ord-ba861e0bc57a45cab02bc64ba82b5acb
Source dataset
uspto-grants-1992_03
Patent number
US05101028

Reaction notes

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