Water → HCID 20303920, compound

HRID 1732591Notes

Reaction equation

HRID 1732591 reaction equation
[C:1]([N:4]1[C:12]2[C:11]([Cl:13])=[CH:10][CH:9]=[C:8]3[C:14](=[O:17])[CH2:15][CH2:16][C:6]([C:7]=23)=[CH:5]1)(=[O:3])[CH3:2].C1C=C[NH+]=CC=1.[Br:24][Br-]Br.O>C(O)(=O)C>[C:1]([N:4]1[C:12]2[C:11]([Cl:13])=[CH:10][CH:9]=[C:8]3[C:14](=[O:17])[CH:15]([Br:24])[CH2:16][C:6]([C:7]=23)=[CH:5]1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 962WaterHCID 20303924HCID 20303924, compound

Product 1

HCID 20303920HCID 20303920, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a stirred mixture of 1-acetyl-8-chloro-3,4-dihydrobenz[cd]-indol-5(1H)-one (9.7 g, 0.04 mole) in acetic acid (80 ml.) is added in one portion pyridinium bromide perbromide (13.8 g., 0.042 mole). The stirring is continued for 3.5 hours and then water (150 ml.) is added to the reaction mixture. The dark solid that separates is recovered by filtration and dried. The crude yield is 10 g. (89%) of material that is used in the next step without further purification.

Workup

  1. filtrationThe dark solid that separates is recovered by filtration
  2. customdried
  3. custom(89%) of material that is used in the next step without further purification

Sources & evidence

ORD record
ord-11e586d663ac465ca7589812ed9e7f3f
Source dataset
uspto-grants-1980_12
Patent number
US04238486

Reaction notes

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