Dimethylformamide → HCID 136395951, compound

HRID 2294177Notes

Reaction equation

HRID 2294177 reaction equation
[OH:1][C:2]1[N:11]=[C:10]([N:12]([NH2:18])C(OCC)=O)[C:9]2[C:4](=[C:5]([O:19][CH3:20])[CH:6]=[CH:7][CH:8]=2)[N:3]=1.CN(C)[CH:23]=[O:24]>>[CH3:20][O:19][C:5]1[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]=[CH:7][CH:6]=1

Participants

3

Reactant 2

HCID 6228DimethylformamideHCID 178473574HCID 178473574, compound

Product 1

HCID 136395951HCID 136395951, compound

Procedure

1.02 g (0.0036 mol) of ethyl 2-hydroxy-8-methoxy-quinazolin-4-yl-carbazate in 65 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 and dried in a vacuum. There were obtained white crystals which were recrystallized from methanol. Yield: 0.52 g (61%) of 7-methoxy-2,3,5,6-tetrahydro-1,2,4-triazolo[4,3-c]quinazoline-3,5-dione as yellowish crystals; m.p. 308°-310° C.

Workup

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

Sources & evidence

ORD record
ord-e043b17ee71a49329ed4793478cfd13c
Source dataset
uspto-grants-1997_11
Patent number
US05688803

Reaction notes

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