Dimethylformamide → HCID 22597171, compound

HRID 1861219Notes

Reaction equation

HRID 1861219 reaction equation
[CH2:1]([CH:5]([O:10][C:11]1[CH:28]=[C:15]2[CH:16]=[CH:17][CH:18]=[C:19]3[C:20](=[O:27])[C:21]4[CH:22]=[CH:23][CH:24]=[CH:25][C:26]=4[C:13](=[C:14]23)[CH:12]=1)[CH2:6][CH:7]([CH3:9])[CH3:8])[CH:2]([CH3:4])[CH3:3].[Br:29]N1C(=O)CCC1=O.CN(C=O)C>C(Cl)(Cl)Cl>[Br:29][C:28]1[C:11]([O:10][CH:5]([CH2:6][CH:7]([CH3:9])[CH3:8])[CH2:1][CH:2]([CH3:3])[CH3:4])=[CH:12][C:13]2[C:26]3[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=3[C:20](=[O:27])[C:19]3[C:14]=2[C:15]=1[CH:16]=[CH:17][CH:18]=3

Participants

5

Reactant 3

HCID 6228Dimethylformamide2×HCID 67184N-bromobutanimideHCID 22597173HCID 22597173, compound

Product 1

HCID 22597171HCID 22597171, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Conditions

Temperature
50 °C

Procedure

A 500 ml three neck round bottom flask was equipped with a mechanical stirrer, heating mantle and condenser. To the flask was added 45 g (0.12 mole) of 2-(1-isobutyl-3-methylbutoxy)-7H-benzo[de]anthracene-7-one, 23.6 g (0.13 mole) N-bromosuccinimide and 265 g DMF. The mixture was agitated well, heated to 50° C. and held at 50° C. for two hours. Some of the DMF was stripped from the reaction using heat and vacuum and then 300 g chloroform were added to the flask. The resulting solution was washed three times with 250 g deionized water. The solvent was removed using a rotary evaporator; the yield was 52.5 g of a dark brown oil.

Workup

  1. temperatureheating mantle and condenser
  2. temperatureusing heat
  3. washThe resulting solution was washed three times with 250 g
  4. customThe solvent was removed
  5. customa rotary evaporator

Sources & evidence

ORD record
ord-6af609d83ac64980829dbfecfa8bb4fd
Source dataset
uspto-grants-2003_03
Patent number
US06531613B1

Reaction notes

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