Sodium Hydroxide → HCID 136065547, compound

HRID 1660545Notes

Reaction equation

HRID 1660545 reaction equation
[NH2:1][C:2]1[NH:3][N:4]=[C:5]([CH:9]([NH:11][C:12](=O)[CH2:13][CH2:14][CH3:15])[CH3:10])[C:6](=[O:8])[N:7]=1.[OH-].[Na+]>O>[NH2:1][C:2]1[NH:7][C:6](=[O:8])[C:5]2=[C:9]([CH3:10])[N:11]=[C:12]([CH2:13][CH2:14][CH3:15])[N:4]2[N:3]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 178454522HCID 178454522, compound

Product 1

HCID 136065547HCID 136065547, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
150 °C

Procedure

N-[1-(3-Amino-2,5-dihydro-5-oxo-1,2,4-triazin-6-yl)ethyl]butyramide (37.0 g) was added to stirred polyphosphoric acid (260 g) at 90° C. over 30 minutes and then the mixture was stirred at 150° C. for 2 h. The mixture was allowed to cool overnight, then warmed to 100° C. and poured into a mixture of ice (370 g) and water (370 g). The solution was adjusted to pH6 by adding 70% sodium hydroxide solution (ca. 230 ml). The precipitated solid was filtered off and was dissolved in 1 N hydrochloric acid (740 ml). The solution was clarrified and adjusted to pH8 by adding 2 N sodium hydroxide solution to give the imidazo[5,1-f]1,2,4-triazin-4(3H)-one as an off-white solid which was filtered off, washed with water, and dried in vacuo at 80° C. Yield=30.2 g; m.p. 266° C.

Workup

  1. temperatureto cool overnight
  2. temperaturewarmed to 100° C.
  3. filtrationThe precipitated solid was filtered off
  4. dissolutionwas dissolved in 1 N hydrochloric acid (740 ml)
  5. additionby adding 2 N sodium hydroxide solution

Sources & evidence

ORD record
ord-7549476be2544accbc44e54ce6922e8a
Source dataset
uspto-grants-1981_12
Patent number
US04308384

Reaction notes

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