Sulfuric Acid → HCID 13152888, compound

HRID 1763632Notes

Reaction equation

HRID 1763632 reaction equation
[C:1]([C:4]1[CH:5]=[C:6]2[N:12]([CH:13]=1)[CH2:11][CH2:10][C:9]1[CH:14]=[CH:15][CH:16]=[CH:17][C:8]=1[C:7]2=[O:18])(=[O:3])N.S(=O)(=O)(O)[OH:20].N([O-])=O.[Na+]>O>[O:18]=[C:7]1[C:8]2[CH:17]=[CH:16][CH:15]=[CH:14][C:9]=2[CH2:10][CH2:11][N:12]2[CH:13]=[C:4]([C:1]([OH:20])=[O:3])[CH:5]=[C:6]12

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 13152887HCID 13152887, compoundHCID 23668193Sodium Nitrite

Product 1

HCID 13152888HCID 13152888, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To 2-carbamoyl-6,11-dihydro-pyrrolo[2,1-b][3]benzazepine-11-one (27 g., 0.112 moles) in 300 ml. of 50% sulfuric acid maintained over 50° C., was added slowly 25 g. of sodium nitrite in 75 ml. of water. At the end of the addition, the solid was filtered, washed with water and air-dried to yield 6,11-dihydro-11-oxo-pyrrolo[2,1-b][3]benzazepine-2-carboxylic acid (24 g., 89%), m.p. 287°-290° C.

Workup

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

Sources & evidence

ORD record
ord-923f97f5f03442d8903da3ddb9db9846
Source dataset
uspto-grants-1978_09
Patent number
US04112112

Reaction notes

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