Dimethylformamide → HCID 136395958, compound

HRID 2294187Notes

Reaction equation

HRID 2294187 reaction equation
[CH3:1][N:2]([CH3:24])[C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[N+:13]([O-:15])=[O:14])[NH:9][C:8](=[O:16])[N:7]=[C:6]2[N:17]([NH2:23])C(OCC)=O.CN(C)[CH:27]=[O:28]>>[CH3:24][N:2]([CH3:1])[C:3]1[C:12]([N+:13]([O-:15])=[O:14])=[CH:11][C:10]2[NH:9][C:8](=[O:16])[N:7]3[C:27](=[O:28])[NH:23][N:17]=[C:6]3[C:5]=2[CH:4]=1

Participants

3

Reactant 2

HCID 6228DimethylformamideHCID 53695555HCID 53695555, compound

Product 1

HCID 136395958HCID 136395958, compoundYield 65%

Procedure

350 mg (1.04 mmol) of ethyl (6-dimethylamino-7-nitro-2-oxo-1,2-dihydro-quinazolin-4-yl)-carbazate in 30 ml of dry dimethylformamide were heated at reflux for 3 hrs. The reaction mixture was cooled to room temperature and the solvent was removed on a rotary evaporator. The residue was triturated with a small amount of acetone and the red precipitate was filtered off and dried in a vacuum. 195 mg (65%) of 9-dimethylamino-8-nitro-2,3,5,6-tetrahydro-1,2,4-triazolo[4,3-c]quinazoline-3,5-dione were obtained as a red powder.

Workup

  1. temperatureat reflux for 3 hrs
  2. customthe solvent was removed on a rotary evaporator
  3. customThe residue was triturated with a small amount of acetone
  4. filtrationthe red precipitate was filtered off
  5. customdried in a vacuum

Sources & evidence

ORD record
ord-6abc18c629cb4032948dcdd4c0f57a36
Source dataset
uspto-grants-1997_11
Patent number
US05688803

Reaction notes

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