Water → HCID 58175700, compound

HRID 2041823Notes

Reaction equation

HRID 2041823 reaction equation
[C:1](Cl)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Br:10][C:11]1[CH:12]=[C:13]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH:14]=[C:15]([Br:18])[C:16]=1[NH2:17].O>N1C=CC=CC=1>[Br:10][C:11]1[CH:12]=[C:13]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH:14]=[C:15]([Br:18])[C:16]=1[NH:17][C:1](=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 7412Benzoyl chlorideHCID 10663925HCID 10663925, compound

Product 1

HCID 58175700HCID 58175700, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Benzoyl chloride (4.0 mL, 0.035 mol) was added to a solution of 3,5-dibromobiphenyl-4-amine (10.5 g, 0.032 mol) in pyridine (75 mL). This was stirred for 16 h before being poured into water. The crude solid was filtered, washed with water and chromatographed (silica gel). The column was eluted first with hexanes and dichloromethane (1:1) then dichloromethane to afford the product as a white solid.

Workup

  1. filtrationThe crude solid was filtered
  2. washwashed with water
  3. customchromatographed (silica gel)
  4. washThe column was eluted first with hexanes and dichloromethane (1:1)

Sources & evidence

ORD record
ord-9b7041b2434f4f16b1c55b0d1f492429
Source dataset
uspto-grants-2013_11
Patent number
US08586204B2

Reaction notes

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