Bromine → HCID 21503542, compound

HRID 1288158Notes

Reaction equation

HRID 1288158 reaction equation
[C:1]([N:4]1[CH2:20][CH2:19][CH2:18][C:7]2=[N:8][C:9]3[CH:10]=[CH:11][C:12]([OH:17])=[CH:13][C:14]=3[C:15]([CH3:16])=[C:6]2[CH2:5]1)(=[O:3])[CH3:2].[Br:21]Br>C(O)(=O)C.O>[C:1]([N:4]1[CH2:20][CH2:19][CH2:18][C:7]2=[N:8][C:9]3[CH:10]=[CH:11][C:12]([OH:17])=[C:13]([Br:21])[C:14]=3[C:15]([CH3:16])=[C:6]2[CH2:5]1)(=[O:3])[CH3:2]

Participants

5

Reactant 2

HCID 24408BromineHCID 21503571HCID 21503571, compound

Product 1

HCID 21503542HCID 21503542, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolvent2×HCID 962WaterSolvent

Procedure

2.5 gm (9.3 millimols) of 2-acetyl-9-hydroxy-2,3,4,5-tetrahydro-11-methyl-1H-azepino[4,3-b]quinoline were dissolved in 60 ml of glacial acetic acid and 12 ml of water, and the solution was brominated at room temperature with a solution of 1.48 gm (9.3 millimols) of bromine in 10 ml of glacial acetic acid. After distilling off the solvent, the residue was dissolved in water, and the solution was adjusted to a pH-value of 7.5 with 2 N sodium hydroxide, whereupon the reaction product crystallized out.

Workup

  1. distillationAfter distilling off the solvent
  2. dissolutionthe residue was dissolved in water
  3. customcrystallized out

Sources & evidence

ORD record
ord-38a6ad14276f47728f68cfc7998b6f45
Source dataset
uspto-grants-1976_10
Patent number
US03987047

Reaction notes

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