1,8-Diazabicyclo(5.4.0)undec-7-ene → HCID 773523, compound

HRID 1084985Notes

Reaction equation

HRID 1084985 reaction equation
Br[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][S:9]([CH3:12])(=[O:11])=[O:10].C1CCN2C(=NCCC2)CC1.CCCCCC.[C:30](OCC)(=[O:32])C>CO.N1C2C(=CC=C3C=2N=CC=C3)C=CC=1>[CH3:12][S:9]([NH:8][C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[O:32][CH3:30])(=[O:11])=[O:10]

Participants

6

Reactant 3

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 3629878N-(2-bromophenyl)methanesulfonamideHCID 21226206Ethyl acetate hexane

Product 1

HCID 773523HCID 773523, compoundYield 82%

Reagents, catalysts & solvents 2

HCID 13181,10-PhenanthrolineCatalystHCID 887MethanolSolvent

Procedure

2.50 g of 2-bromo-1-methanesulfonylaminobenzene was added to a solution containing 1.52 g of DBU, 85 g of cupric chloride dihydrate, and 90 mg of 1,10-phenanthroline in 40 ml of methanol, and the mixture was heated under reflux for 5 hours. After the temperature was brought to room temperature, the reaction mixture was treated in a usual manner, and crystallization was effected from n-hexane/ethyl acetate, to produce 1.64 g (yield: 82%) of the desired compound.

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 5 hours
  3. customwas brought to room temperature
  4. additionthe reaction mixture was treated in a usual manner, and crystallization

Sources & evidence

ORD record
ord-f955efc499074a4c93bdf5c511463e13
Source dataset
uspto-grants-1991_04
Patent number
US05006660

Reaction notes

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