Morpholine → 5-Morpholino-8,9-dimethoxy-1,2,4-triazolo[4,3-c]quinazoline

HRID 972715Notes

Reaction equation

HRID 972715 reaction equation
Cl[C:2]1[N:11]2[CH:12]=[N:13][N:14]=[C:10]2[C:9]2[CH:8]=[C:7]([O:15][CH3:16])[C:6]([O:17][CH3:18])=[CH:5][C:4]=2[N:3]=1.[NH:19]1[CH2:24][CH2:23][O:22][CH2:21][CH2:20]1>C(O)C>[O:22]1[CH2:23][CH2:24][N:19]([C:2]2[N:11]3[CH:12]=[N:13][N:14]=[C:10]3[C:9]3[CH:8]=[C:7]([O:15][CH3:16])[C:6]([O:17][CH3:18])=[CH:5][C:4]=3[N:3]=2)[CH2:20][CH2:21]1

Participants

4

Reactant 2

HCID 8083MorpholineHCID 214051435-Chloro-8,9-dimethoxy-1,2,4-triazolo[4,3-c]quinazoline

Product 1

HCID 214051345-Morpholino-8,9-dimethoxy-1,2,4-triazolo[4,3-c]quinazoline

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 10.0 g. of 5-chloro-8,9-dimethoxy-1,2,4-triazolo[4,3-c]quinazoline, 38.8 g. of morpholine and 100 ml. of ethanol is refluxed for 1.5 hours and the resulting mixture evaporated in vacuo to dryness. The residue is taken up with ethanol and diethyl ether and filtered. The resulting solid is then recrystallized from benzene, filtered, washed with diethyl ether, recrystallized from ethanol and dried in a high vacuum to obtain 5-morpholino-8,9-dimethoxy-1,2,4-triazolo[4,3-c]quinazoline, m.p. 216°-218° C.

Workup

  1. additionA mixture of 10.0 g
  2. customthe resulting mixture evaporated in vacuo to dryness
  3. filtrationfiltered
  4. customThe resulting solid is then recrystallized from benzene
  5. filtrationfiltered
  6. washwashed with diethyl ether
  7. customrecrystallized from ethanol
  8. customdried in a high vacuum

Sources & evidence

ORD record
ord-a5d42e53ed894296b34676e627a1bfc6
Source dataset
uspto-grants-1977_10
Patent number
US04053600

Reaction notes

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