Dimethylformamide → HCID 136395959, compound

HRID 2294188Notes

Reaction equation

HRID 2294188 reaction equation
[N+:1]([C:4]1[CH:13]=[C:12]2[C:7]([C:8]([N:15]([NH2:21])C(OCC)=O)=[N:9][C:10](=[O:14])[NH:11]2)=[CH:6][C:5]=1[N:22]1[CH2:26][CH2:25][CH2:24][CH2:23]1)([O-:3])=[O:2].CN(C)[CH:29]=[O:30]>>[N+:1]([C:4]1[C:5]([N:22]2[CH2:23][CH2:24][CH2:25][CH2:26]2)=[CH:6][C:7]2[C:8]3[N:9]([C:29](=[O:30])[NH:21][N:15]=3)[C:10](=[O:14])[NH:11][C:12]=2[CH:13]=1)([O-:3])=[O:2]

Participants

3

Reactant 2

HCID 6228DimethylformamideHCID 53902234HCID 53902234, compound

Product 1

HCID 136395959HCID 136395959, compoundYield 78%

Procedure

500 mg (1.38 mmol) of ethyl (7-nitro-2-oxo-6-pyrrolidin-1-yl-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. 342 mg (78%) of 8-nitro-9-pyrrolidin-1-yl-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-be73a3f5c4244e78b86c143fd027f280
Source dataset
uspto-grants-1997_11
Patent number
US05688803

Reaction notes

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