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

HRID 1422239
Notes
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Reaction equation

HRID 1422239 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+:20]([O-:22])=[O:21])=[CH:8][C:9]=2[CH2:15][N:16]2[CH2:18][CH:17]2[CH3:19])[N:4]=1.[BrH:23]>C(O)(=O)C.C(OCC)C>[BrH:23].[O:2]=[C:3]1[C:12](=[O:13])[NH:11][C:10]2[C:5](=[CH:6][C:7]([N+:20]([O-:22])=[O:21])=[CH:8][C:9]=2[CH2:15][N:16]2[CH2:18][CH:17]2[CH3:19])[NH:4]1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 2

HCID 260Hydrogen BromideHCID 18706571N-(2,3-dimethoxy-7-nitro-quinoxalin-5-ylmethyl)-2-methylaziridine

Product 1

HCID 18706667N-(2,3-Dioxo-7-nitro-1,2,3,4-tetrahydroquinoxalin-5-ylmethyl)-2-methylaziridine hydrobromide

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 3283Diethyl EtherSolvent

Procedure

180 mg (0.59 mmol) of N-(2,3-dimethoxy-7-nitro-quinoxalin-5-ylmethyl)-2-methylaziridine are stirred in a 33% solution of hydrogen bromide in acetic acid for 2 hours at 70° C. The mixture is diluted with diethyl ether and the solid is filtered off and washed with diethyl ether. After drying, the title compound is obtained in the form of a yellow solid. M.p.=241° C. (decomp.).

Workup

  1. filtrationthe solid is filtered off
  2. washwashed with diethyl ether
  3. customAfter drying

Sources & evidence

ORD record
ord-b22c3ca1c3de481aab94f8db8c180cde
Source dataset
uspto-grants-2000_06
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06080743

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes