4,4'-Dimethoxybenzil → HCID 86718144, compound

HRID 2205160Notes

Reaction equation

HRID 2205160 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9](=O)[C:10]([C:12]2[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=2)=O)=[CH:5][CH:4]=1.[Br:21][C:22]1[CH:23]=[C:24]([NH2:29])[C:25]([NH2:28])=[CH:26][CH:27]=1>C(O)(=O)C>[Br:21][C:22]1[CH:23]=[C:24]2[C:25](=[CH:26][CH:27]=1)[N:28]=[C:9]([C:6]1[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=1)[C:10]([C:12]1[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=1)=[N:29]2

Participants

4

Reactant 2

HCID 710434,4'-DimethoxybenzilHCID 3235934-Bromobenzene-1,2-diamine

Product 1

HCID 86718144HCID 86718144, compoundYield 48%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A solution of 1,2-bis(4-methoxyphenyl)ethane-1,2-dione (540 mg, 2.00 mmol, 1.00 equiv) and 4-bromobenzene-1,2-diamine (380 mg, 2.03 mmol, 1.10 equiv) in acetic acid (5 mL) was stirred for 3 h at 130° C. in an oil bath, then quenched by the addition of water (30 mL). The solids were collected by filtration and washed with water (20 mL). The solid was dried in an oven under reduced pressure, yielding 400 mg (48%) of 6-bromo-2,3-bis(4-methoxyphenyl)quinoxaline as a brown solid.

Workup

  1. customquenched by the addition of water (30 mL)
  2. filtrationThe solids were collected by filtration
  3. washwashed with water (20 mL)
  4. customThe solid was dried in an oven under reduced pressure

Sources & evidence

ORD record
ord-055e48189dbb4c1b85f0cdc8daa187cd
Source dataset
uspto-grants-2016_06
Patent number
US09370522B2

Reaction notes

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