Dimethylformamide → HCID 136395952, compound

HRID 2294178Notes

Reaction equation

HRID 2294178 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]=[C:7]([O:19][CH3:20])[CH:8]=2)[N:3]=1.CN(C)[CH:23]=[O:24]>>[CH3:20][O:19][C:7]1[CH:6]=[CH:5][C:4]2[NH:3][C:2](=[O:1])[N:11]3[C:23](=[O:24])[NH:18][N:12]=[C:10]3[C:9]=2[CH:8]=1

Participants

3

Reactant 2

HCID 6228DimethylformamideHCID 178473572HCID 178473572, compound

Product 1

HCID 136395952HCID 136395952, compound

Procedure

3.0 g (0.011 mol) of ethyl 2-hydroxy-6-methoxy-quinazoline-4-yl-carbazate in 70 ml of dimethylformamide were boiled under reflux for 2 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 methanol/acetone. Yield: 1.16 g (46%) of 9-methoxy-2,3,5,6-tetrahydro-1,2,4-triazolo[4,3-c]quinazoline-3,5-dione as beige crystals; m.p. >350° C.

Workup

  1. temperatureunder reflux for 2 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 methanol/acetone

Sources & evidence

ORD record
ord-bd27840fae704040b51fe75141b88371
Source dataset
uspto-grants-1997_11
Patent number
US05688803

Reaction notes

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