Methylamine → HCID 14086198, compound

HRID 986511Notes

Reaction equation

HRID 986511 reaction equation
Cl[C:2]1[N:11]2[N:12]=[C:13]([C:15]3[O:16][CH:17]=[CH:18][CH:19]=3)[N:14]=[C:10]2[C:9]2[CH:8]=[C:7]([Cl:20])[CH:6]=[CH:5][C:4]=2[N:3]=1.[CH3:21][NH2:22]>O1CCCC1>[Cl:20][C:7]1[CH:6]=[CH:5][C:4]2[N:3]=[C:2]([NH:22][CH3:21])[N:11]3[N:12]=[C:13]([C:15]4[O:16][CH:17]=[CH:18][CH:19]=4)[N:14]=[C:10]3[C:9]=2[CH:8]=1

Participants

4

Reactant 2

HCID 6329MethylamineHCID 14086186HCID 14086186, compound

Product 1

HCID 14086198HCID 14086198, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 1.45 g of 5,9-dichloro-2(2-furyl)[1,2,4]triazolo[1,5-c]quinazoline in dry tetrahydrofuran (150 cc) at 50° is added gaseous methylamine over 40 minutes. The mixture is concentrated to dryness, triturated with water and filtered to afford a white solid. This is recrystallized by dissolution in hot toluene and, after several minutes of heating to remove water by azeotropic distillation, addition of cyclohexane during cooling. Pure 9-Chloro-2-(2-furyl)-5-methylamino[1,2,4]triazolo[1,5-c]quinazoline, mp 166°-168°, is thus obtained.

Workup

  1. concentrationThe mixture is concentrated to dryness
  2. customtriturated with water
  3. filtrationfiltered
  4. customto afford a white solid
  5. customThis is recrystallized by dissolution in hot toluene and, after several minutes
  6. temperatureof heating
  7. customto remove water
  8. distillationby azeotropic distillation, addition of cyclohexane
  9. temperatureduring cooling

Sources & evidence

ORD record
ord-ad154c94dfee4c4395d4d16d5370c6c4
Source dataset
uspto-grants-1987_12
Patent number
US04713383

Reaction notes

Loading…