Triphosgene → HCID 21474066, compound

HRID 2294193Notes

Reaction equation

HRID 2294193 reaction equation
[NH2:1][C:2]1[CH:10]=[C:9]([N+:11]([O-:13])=[O:12])[C:8]([Br:14])=[CH:7][C:3]=1[C:4]([NH2:6])=[O:5].Cl[C:16](Cl)([O:18]C(=O)OC(Cl)(Cl)Cl)Cl>O1CCCC1>[O:18]=[C:16]1[NH:6][C:4](=[O:5])[C:3]2[C:2](=[CH:10][C:9]([N+:11]([O-:13])=[O:12])=[C:8]([Br:14])[CH:7]=2)[NH:1]1

Participants

4

Reactant 2

HCID 94429TriphosgeneHCID 21474075HCID 21474075, compound

Product 1

HCID 21474066HCID 21474066, compoundYield 289.1%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

17.3 g (66.5 mmol) of 2-amino-5-bromo-4-nitro-benzamide were dissolved in 500 ml of tetrahydrofuran and treated at 0° C. with 13 g (10.4 mmol) of triphosgene. The mixture was left to warm to room temperature and stirred for a further 1.5 hrs. Then, the solution was concentrated and triturated with water. The precipitate was filtered off under suction and dried. 8.6 g (45%) of 2,4-dioxo-6-bromo-7-nitro-1,2,3,4-tetrahydroquinazoline were obtained as yellowish crystals;

Workup

  1. waitThe mixture was left
  2. concentrationThen, the solution was concentrated
  3. customtriturated with water
  4. filtrationThe precipitate was filtered off under suction
  5. customdried

Sources & evidence

ORD record
ord-9ecabcbba6f142da866d3fc792660baa
Source dataset
uspto-grants-1997_11
Patent number
US05688803

Reaction notes

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