Thionyl Chloride → HCID 13152890, compound

HRID 1763633Notes

Reaction equation

HRID 1763633 reaction equation
[O:1]=[C:2]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[CH2:6][CH2:5][N:4]2[CH:13]=[C:14]([C:16]([OH:18])=O)[CH:15]=[C:3]12.S(Cl)([Cl:21])=O>>[Cl:21][C:16]([C:14]1[CH:15]=[C:3]2[N:4]([CH:13]=1)[CH2:5][CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[C:2]2=[O:1])=[O:18]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 13152888HCID 13152888, compound

Product 1

HCID 13152890HCID 13152890, compoundYield 89%

Procedure

6,11-Dihydro-11-oxo-pyrrolo[2,1-b][3]benzazepine-2-carboxylic acid (24 g., 99 mmoles) in 100 ml. of thionyl chloride was refluxed for 15 minutes. The volatiles were removed under vacuum and the residue was triturated in ether. Filtration and air-drying yielded 2-chlorocarbonyl-6,11-dihydro-5H-pyrrolo[2,1-b][3]benzazepin-11-one (23 g., 89%), m.p. 147°-148.5°.

Workup

  1. customThe volatiles were removed under vacuum
  2. customthe residue was triturated in ether
  3. filtrationFiltration
  4. customair-drying

Sources & evidence

ORD record
ord-2ccd9d99091b49a2b97376c01b76476e
Source dataset
uspto-grants-1978_09
Patent number
US04112112

Reaction notes

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