Dimethylformamide → HCID 136395943, compound

HRID 2294168Notes

Reaction equation

HRID 2294168 reaction equation
C(OC(=O)[N:5]([C:7]1[C:16]2[C:11](=[C:12]([Cl:17])[CH:13]=[CH:14][CH:15]=2)[N:10]=[C:9]([OH:18])[N:8]=1)[NH2:6])C.CN(C)[CH:22]=[O:23]>>[Cl:17][C:12]1[C:11]2[NH:10][C:9](=[O:18])[N:8]3[C:22](=[O:23])[NH:6][N:5]=[C:7]3[C:16]=2[CH:15]=[CH:14][CH:13]=1

Participants

3

Reactant 2

HCID 6228DimethylformamideHCID 178473573HCID 178473573, compound

Product 1

HCID 136395943HCID 136395943, compound

Procedure

1.27 g (0.0045 mol) of ethyl-8-chloro-2-hydroxy-quinazoline-4-yl-carbazate in 75 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, dried in a vacuum and recrystallized from methanol/tetrahydrofuran. Yield: 0.66 g (62%) of 7-chloro-2,3,5,6-tetrahydro-1,2,4-triazolo[4,3-c]quinazoline-3,5-dione as yellowish crystals; m.p. 348°-350° C.

Workup

  1. temperatureunder reflux for 2 hrs
  2. filtrationThe precipitate was filtered off
  3. customdried in a vacuum
  4. customrecrystallized from methanol/tetrahydrofuran

Sources & evidence

ORD record
ord-fb5f93a1a92746f085fec59dfae40a2c
Source dataset
uspto-grants-1997_11
Patent number
US05688803

Reaction notes

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