Dimethylformamide → HCID 136395953, compound

HRID 2294179Notes

Reaction equation

HRID 2294179 reaction equation
[OH:1][C:2]1[N:11]=[C:10]([N:12]([NH2:18])C(OCC)=O)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][C:8]=2[O:19][CH3:20])[N:3]=1.CN(C)[CH:23]=[O:24]>>[CH3:20][O:19][C:8]1[C:9]2[C:10]3[N:11]([C:23](=[O:24])[NH:18][N:12]=3)[C:2](=[O:1])[NH:3][C:4]=2[CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 6228DimethylformamideHCID 178473570HCID 178473570, compound

Product 1

HCID 136395953HCID 136395953, compound

Procedure

2.4 g (0.0086 mol) of ethyl 2-hydroxy-5-methoxy-quinazolin-4-yl-carbazate in 50 ml of dimethylformamide were boiled under reflux for 3 hrs. The reaction mixture was cooled to room temperature and then poured on to ice-water. The precipitate was filtered off, washed with methanol and dried in a vacuum. There were obtained white crystals which were recrystallized from dimethylformamide. Yield: 0.32 g (16%) of 10-methoxy-2,3,5,6-tetrahydro-1,2,4-triazolo[4,3-c]quinazoline-3,5-dione as white crystals; m.p. >350° C.

Workup

  1. temperatureunder reflux for 3 hrs
  2. filtrationThe precipitate was filtered off
  3. washwashed with methanol
  4. customdried in a vacuum
  5. customThere were obtained white crystals which
  6. customwere recrystallized from dimethylformamide

Sources & evidence

ORD record
ord-94cc83f53ded4193adeeabe78e14f5be
Source dataset
uspto-grants-1997_11
Patent number
US05688803

Reaction notes

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