Hydrogen Bromide → HCID 131711209, compound

HRID 2420057Notes

Reaction equation

HRID 2420057 reaction equation
[Br:1][CH2:2][C:3]([C:5]1[C:18]2[C:9](=[CH:10][C:11]3[C:16]([CH:17]=2)=[CH:15][CH:14]=[CH:13][C:12]=3[C:19](=[O:22])[CH2:20]Br)[CH:8]=[CH:7][CH:6]=1)=[O:4].[CH2:23]([NH:25][CH2:26][CH3:27])[CH3:24].[BrH:28]>C1C=CC=CC=1>[OH2:4].[BrH:1].[BrH:28].[CH2:23]([N:25]([CH2:2][C:3]([C:5]1[C:18]2[C:9](=[CH:10][C:11]3[C:16]([CH:17]=2)=[CH:15][CH:14]=[CH:13][C:12]=3[C:19](=[O:22])[CH2:20][N:25]([CH2:26][CH3:27])[CH2:23][CH3:24])[CH:8]=[CH:7][CH:6]=1)=[O:4])[CH2:26][CH3:27])[CH3:24].[CH2:23]([N:25]([CH2:2][C:3]([C:5]1[C:18]2[C:9](=[CH:10][C:11]3[C:16]([CH:17]=2)=[CH:15][CH:14]=[CH:13][C:12]=3[C:19](=[O:22])[CH2:20][N:25]([CH2:26][CH3:27])[CH2:23][CH3:24])[CH:8]=[CH:7][CH:6]=1)=[O:4])[CH2:26][CH3:27])[CH3:24].[BrH:1].[BrH:1]

Participants

5

Reactant 3

HCID 260Hydrogen BromideHCID 8021DiethylamineHCID 20312730HCID 20312730, compound

Product 1

HCID 131711209HCID 131711209, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A solution of 18.2 g of 1,5-bis(bromoacetyl)anthracene, (0.042 mole) and 12.5 g of diethylamine (0.17 mole) in 1.6 liters of benzene is refluxed for 2.5 hours. On cooling, excess saturated ethereal hydrobromic acid is added to precipitate the product as the dihydrobromide hemihydrate. Recrystallization of this salt from 200 ml of methanol yields 12 g of 1,5-bis(diethylaminoacetyl)anthracene dihydrobromide hemihydrate, m.p. 285°-6° C.

Workup

  1. temperatureOn cooling
  2. customto precipitate the product as the dihydrobromide hemihydrate
  3. customRecrystallization of this salt from 200 ml of methanol

Sources & evidence

ORD record
ord-aa52707cde954145adcfde29209e5bba
Source dataset
uspto-grants-1978_08
Patent number
US04108896

Reaction notes

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