Hydrogen Bromide → N-(2,3-Dioxo-7-nitro-1,2,3,4-tetrahydroquinoxalin-5-ylmethyl)-N-methylbenzylamine hydrobromide

HRID 1422233Notes

Reaction equation

HRID 1422233 reaction equation
C[O:2][C:3]1[C:12]([O:13]C)=[N:11][C:10]2[C:5](=[CH:6][C:7]([N+:25]([O-:27])=[O:26])=[CH:8][C:9]=2[CH2:15][N:16]([CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH3:17])[N:4]=1.[BrH:28]>C(O)(=O)C.C(OCC)C>[BrH:28].[O:2]=[C:3]1[C:12](=[O:13])[NH:11][C:10]2[C:5](=[CH:6][C:7]([N+:25]([O-:27])=[O:26])=[CH:8][C:9]=2[CH2:15][N:16]([CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH3:17])[NH:4]1

Participants

5

Reactant 2

HCID 260Hydrogen BromideHCID 18706343N-(2,3-dimethoxy-7-nitro-quinoxalin-5-ylmethyl)-N-methylbenzylamine

Product 1

HCID 18706367N-(2,3-Dioxo-7-nitro-1,2,3,4-tetrahydroquinoxalin-5-ylmethyl)-N-methylbenzylamine hydrobromide

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 3283Diethyl EtherSolvent

Procedure

213 mg (0.53 mmol) of N-(2,3-dimethoxy-7-nitro-quinoxalin-5-ylmethyl)-N-methylbenzylamine are dissolved in 4 ml of an approximately 25% solution of hydrogen bromide in acetic acid, and the solution is stirred at room temperature for 20 hours. The mixture is diluted with diethyl ether and then stirred for 10 minutes, and the solid is filtered off and washed with diethyl ether and a small amount of water. After drying under a high vacuum, the title compound is obtained in the form of a beige solid.

Workup

  1. stirringstirred for 10 minutes
  2. filtrationthe solid is filtered off
  3. washwashed with diethyl ether
  4. customAfter drying under a high vacuum

Sources & evidence

ORD record
ord-c96e4b6be819416f866e91bbe3b062e7
Source dataset
uspto-grants-2000_06
Patent number
US06080743

Reaction notes

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