Sulfuric Acid → 9-carboxy-11H-pyrrolo[2,1-b][3]benzazepin-11-one

HRID 1438725Notes

Reaction equation

HRID 1438725 reaction equation
[C:1]([C:4]1[CH:18]=[CH:17][C:7]2[CH:8]=[CH:9][N:10]3[CH:16]=[CH:15][CH:14]=[C:11]3[C:12](=[O:13])[C:6]=2[CH:5]=1)(=[O:3])N.S(=O)(=O)(O)[OH:20].N([O-])=O.[Na+]>O>[C:1]([C:4]1[CH:18]=[CH:17][C:7]2[CH:8]=[CH:9][N:10]3[CH:16]=[CH:15][CH:14]=[C:11]3[C:12](=[O:13])[C:6]=2[CH:5]=1)([OH:20])=[O:3]

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 20310586HCID 20310586, compoundHCID 23668193Sodium Nitrite

Product 1

HCID 131541999-carboxy-11H-pyrrolo[2,1-b][3]benzazepin-11-one

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To 9-carbamoyl-11H-pyrrolo[2,1-b] [3]-benzazepin-11-one (27 g., 0.112 moles) in 300 ml. of 50% sulfuric acid maintained at 50° C. is added slowly 25 g. of sodium nitrite in 75 ml. of water. At the end of the addition, the solid is filtered, washed with water and air-dried to yield 9-carboxy-11H-pyrrolo[2,1-b] [3]benzazepin-11-one.

Workup

  1. additionis added slowly 25 g
  2. additionAt the end of the addition
  3. filtrationthe solid is filtered
  4. washwashed with water
  5. customair-dried

Sources & evidence

ORD record
ord-e64f585b0fda4b16899fd10e750d30b4
Source dataset
uspto-grants-1977_11
Patent number
US04056536

Reaction notes

Loading…