Thionyl Chloride → 2-chlorocarbonyl-11-(3-dimethylaminopropylidene)-11H-pyrrolo[2,1-b][3]benzazepine

HRID 1763664Notes

Reaction equation

HRID 1763664 reaction equation
[C:1]([C:4]1[CH:5]=[C:6]2[N:12]([CH:13]=1)[CH:11]=[CH:10][C:9]1[CH:14]=[CH:15][CH:16]=[CH:17][C:8]=1[C:7]2=[CH:18][CH2:19][CH2:20][N:21]([CH3:23])[CH3:22])(O)=[O:2].S(Cl)([Cl:26])=O>>[Cl:26][C:1]([C:4]1[CH:5]=[C:6]2[N:12]([CH:13]=1)[CH:11]=[CH:10][C:9]1[CH:14]=[CH:15][CH:16]=[CH:17][C:8]=1[C:7]2=[CH:18][CH2:19][CH2:20][N:21]([CH3:23])[CH3:22])=[O:2]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 541911852-carboxy-11-(3-dimethylaminopropylidene)-11H-pyrrolo[2,1-b][3]benzazepine

Product 1

HCID 540242052-chlorocarbonyl-11-(3-dimethylaminopropylidene)-11H-pyrrolo[2,1-b][3]benzazepine

Procedure

2-Carboxy-11-(3-dimethylaminopropylidene)-11H-pyrrolo[2,1-b][3]benzazepine (99 mmoles) in 100 ml. of thionyl chloride is refluxed for 15 minutes. The volatiles are removed under vacuum and the residue is triturated in ether. Filtration and air drying yields 2-chlorocarbonyl-11-(3-dimethylaminopropylidene)-11H-pyrrolo[2,1-b][3]benzazepine.

Workup

  1. customThe volatiles are removed under vacuum
  2. customthe residue is triturated in ether
  3. filtrationFiltration and air
  4. customdrying

Sources & evidence

ORD record
ord-90b53b5b116b475b9cc4b5496ef3f5ba
Source dataset
uspto-grants-1978_09
Patent number
US04112112

Reaction notes

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