O-Phenylenediamine → HCID 59826488, compound

HRID 2389259Notes

Reaction equation

HRID 2389259 reaction equation
Br[CH2:2][C:3]([C:5]1[CH:10]=[C:9]([N+:11]([O-:13])=[O:12])[CH:8]=[CH:7][C:6]=1[Cl:14])=O.[C:15]1([NH2:22])[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[NH2:21].CC([O-])=O.[Na+]>>[Cl:14][C:6]1[CH:7]=[CH:8][C:9]([N+:11]([O-:13])=[O:12])=[CH:10][C:5]=1[C:3]1[CH:2]=[N:22][C:15]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[N:21]=1

Participants

4

Reactant 3

HCID 7243O-PhenylenediamineHCID 517045Sodium AcetateHCID 12273165HCID 12273165, compound

Product 1

HCID 59826488HCID 59826488, compoundYield 60%

Procedure

Procedure B was performed with 2-bromo-2′chloro-5′-nitroacetophenone (14.16 g, 50 mmol), 1,2-phenylenediamine (13.1 g, 120 mmol) and NaOAc (12.4, 150 mmol) to give the desired 2-(2-chloro-5-nitro-phenyl)-quinoxaline (8.6 g, 30 mmol).

Sources & evidence

ORD record
ord-aff46498e2d443828ddfbb45958e4838
Source dataset
uspto-grants-2012_09
Patent number
US08273743B2

Reaction notes

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