Allyl bromide → HCID 13315134, compound

HRID 569038Notes

Reaction equation

HRID 569038 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]2[C:12](=[CH:13][CH:14]=1)[NH:11][C:10]1[CH:9]=[N:8][C:7]([S:15][CH3:16])=[CH:6][C:5]2=1.[CH2:17](Br)[CH:18]=[CH2:19].[C:21]1([C:32]2CCCCCCCCCC=2)[CH2:31]CCCCCCCNN=1>C(O)C>[CH2:17]([N:1]([CH2:32][CH:21]=[CH2:31])[C:2]1[CH:3]=[C:4]2[C:12](=[CH:13][CH:14]=1)[NH:11][C:10]1[CH:9]=[N:8][C:7]([S:15][CH3:16])=[CH:6][C:5]2=1)[CH:18]=[CH2:19]

Participants

5

Reactant 3

HCID 7841Allyl bromideHCID 13315133HCID 13315133, compoundHCID 536302743-(Cycloundecen-1-yl)-1,2-diazacycloundec-2-ene

Product 1

HCID 13315134HCID 13315134, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

229 mg of 6-amino-3-methylthio-β-carboline are heated in 15 ml of ethanol (absolute) with 0.27 ml of allylbromide and 0.37 ml of diazabicycloundecene for 3 hours to 70° C. After concentration to dryness, it is dispersed in ethyl acetate/saturated sodium chloride solution. The organic phase is dried, filtered and concentrated. After trituration of the residue with diispropyl ether, 70 mg of 6-diallylamino-3-methylthio-β-carboline with a 110° C. melting point are obtained.

Workup

  1. concentrationAfter concentration to dryness, it
  2. additionis dispersed in ethyl acetate/saturated sodium chloride solution
  3. customThe organic phase is dried
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customwith a 110° C.
  7. customare obtained

Sources & evidence

ORD record
ord-de3ca311e09a46ca9e1c50a0389a7069
Source dataset
uspto-grants-1988_03
Patent number
US04731358

Reaction notes

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