Water → HCID 21252828, compound

HRID 1531005Notes

Reaction equation

HRID 1531005 reaction equation
[C:1]([C:4]1[CH:5]=[C:6]2[C:14]3=[C:15]([C:17](=[O:20])[CH:18]=[CH:19][N:13]3[C:12]3[CH:11]=[CH:10][CH:9]=[CH:8][C:7]2=3)[CH:16]=1)(=[O:3])N.N([O-])=[O:22].[Na+].O>[N+]([O-])(O)=O>[C:1]([C:4]1[CH:5]=[C:6]2[C:14]3=[C:15]([C:17](=[O:20])[CH:18]=[CH:19][N:13]3[C:12]3[CH:11]=[CH:10][CH:9]=[CH:8][C:7]2=3)[CH:16]=1)([OH:22])=[O:3]

Participants

5

Reactant 3

HCID 962WaterHCID 21252834HCID 21252834, compoundHCID 23668193Sodium Nitrite

Product 1

HCID 21252828HCID 21252828, compoundYield 85.4%

Reagents, catalysts & solvents 1

HCID 944Nitric AcidSolvent

Procedure

2-carbamoyl-4H-pyrido[3,2,1-jk]carbazole-4-one (350 mg) produced in Example 174 was suspended in conc. nitric acid (13 ml), and sodium nitrite (1.84 g) was added to the suspension in an ice bath. The mixture was stirred at room temperature for 12 hours, and water was added to the reaction mixture. The crystals precipitated were recovered by filtration, and washed with methanol and ether in succession to obtain the title compound (300 mg, 85%).

Workup

  1. customThe crystals precipitated
  2. filtrationwere recovered by filtration
  3. washwashed with methanol and ether in succession

Sources & evidence

ORD record
ord-ff437d44d0f24b9e9cca349372df3584
Source dataset
uspto-grants-2001_03
Patent number
US06197768B1

Reaction notes

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