Hydrochloric Acid → HCID 178509004, compound

HRID 326560Notes

Reaction equation

HRID 326560 reaction equation
[NH2:1][C:2]1[N:7]2[N:8]=[C:9]([C:11]3[O:12][CH:13]=[CH:14][CH:15]=3)[N:10]=[C:6]2[N:5]=[C:4](S(C)(=O)=O)[N:3]=1.[OH-:20].[Na+].Cl>COCCOC>[NH2:1][C:2]1[N:7]2[N:8]=[C:9]([C:11]3[O:12][CH:13]=[CH:14][CH:15]=3)[N:10]=[C:6]2[N:5]=[C:4]([OH:20])[N:3]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 99708822-(Furan-2-yl)-5-(methylsulfonyl)-[1,2,4]triazolo[1,5-a][1,3,5]triazin-7-amine

Product 1

HCID 178509004HCID 178509004, compound

Reagents, catalysts & solvents 1

HCID 80711,2-DimethoxyethaneSolvent

Procedure

A stirred suspension of 7-amino-2-(2-furyl)-5-methylsulphonyl-[1,2,4]triazolo[1,5-a][1,3,5]triazine (1.4 g) in 1,2-dimethoxyethane (25 ml) was treated with an aqueous solution of 1M sodium hydroxide (25 ml). After 3 hours at room temperature the reaction mixture was acidified with 1M hydrochloric acid (pH 2-3) and stirred for 2 hours. The precipitated yellow solid was collected by filtration and washed with water. Crystallisation from boiling distilled water gave 7-amino-2-(2-furyl)-5-hydroxy-1,2,4-triazolo[1,5-a][1,3,5]triazine (0.47 g) as a pale yellow solid m.p. >300° C.; microanalysis, found: C,44.3; H,2.5; N,38.7%, C8H6N6O2 requires: C,44.0; H,2.8; N,38.5%; NMR: 6.69(dd,1H, furyl-4H), 7.10(d,1H, furyl-3H), 7.90(d,1H, furyl-5H), 8.36(br s, 2H, NH2) and 12.1(br s, 1H,OH); m/e 219 (M+H)+.

Workup

  1. filtrationThe precipitated yellow solid was collected by filtration
  2. washwashed with water
  3. customCrystallisation
  4. distillationfrom boiling distilled water

Sources & evidence

ORD record
ord-bd4ac2cb1e0b4a319e7cee6e37c996d3
Source dataset
uspto-grants-1993_12
Patent number
US05270311

Reaction notes

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