Propanoyl bromide, 2-bromo- → HCID 20140977, compound

HRID 1252120Notes

Reaction equation

HRID 1252120 reaction equation
[NH:1]1[CH2:10][CH2:9][CH2:8][C:7]2[N:6]=[CH:5][C:4]3[CH:11]=[CH:12][CH:13]=[CH:14][C:3]=3[C:2]1=2.[Br:15][CH:16]([CH3:20])[C:17](Br)=[O:18]>C(OCC)C>[BrH:15].[Br:15][CH:16]([CH3:20])[C:17]([N:1]1[CH2:10][CH2:9][CH2:8][C:7]2[N:6]=[CH:5][C:4]3[CH:11]=[CH:12][CH:13]=[CH:14][C:3]=3[C:2]1=2)=[O:18]

Participants

4

Reactant 2

HCID 79047Propanoyl bromide, 2-bromo-HCID 138234741,2,3,4-Tetrahydrobenzo[c]-1,5-naphthyridine

Product 1

HCID 20140977HCID 20140977, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A solution of 15.0 g of 1,2,3,4-tetrahydrobenzo[c]-1,5-naphthyridine in 24 ml of 2-bromopropionyl bromide was stirred overnight at ambient temperature. The solution was then diluted with anhydrous diethyl ether and stirred for approximately 3 hours at ambient temperature. A precipitate separated from the solution. The precipitate was collected by vacuum filtration and dried under vacuum at 40° C. overnight. The solid was recrystallized from a mixture of 95% ethanol and anhydrous diethyl ether (1:2) to yield 28.22 g of a powdery solid.

Workup

  1. customA precipitate separated from the solution
  2. filtrationThe precipitate was collected by vacuum filtration
  3. customdried under vacuum at 40° C. overnight
  4. customThe solid was recrystallized from a mixture of 95% ethanol and anhydrous diethyl ether (1:2)

Sources & evidence

ORD record
ord-91aa06deed9a46b0a69d7f2922988285
Source dataset
uspto-grants-1988_05
Patent number
US04742061

Reaction notes

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