Dimethylformamide → HCID 136452052, compound

HRID 2294175Notes

Reaction equation

HRID 2294175 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][C:6]([CH3:20])=[C:7]([CH3:19])[CH:8]=2)[N:3]=1.CN(C)[CH:23]=[O:24]>>[CH3:20][C:6]1[C:7]([CH3:19])=[CH:8][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]=1

Participants

3

Reactant 2

HCID 6228DimethylformamideHCID 178473568HCID 178473568, compound

Product 1

HCID 136452052HCID 136452052, compound

Procedure

1.0 g (0.0030 mol) of ethyl 2-hydoxy-6,7-dimethyl-quinazolin-4-yl-carbazate in 57 ml of dimethylformamide was 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 dimethylformamide/methanol. Yield: 0.43 g (52%) of 8,9-dimethyl-2,3,5,6-tetrahydro-1,2,4-triazolo[4,3-c]quinazoline-3,5-dione as yellowish crystals; m.p. >350° 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 dimethylformamide/methanol

Sources & evidence

ORD record
ord-1a252300455244b6847b1d46ffd920c5
Source dataset
uspto-grants-1997_11
Patent number
US05688803

Reaction notes

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