Thionyl Chloride → 3,5-Bis(4-nitrophenoxy)benzoyl chloride

HRID 2396159Notes

Reaction equation

HRID 2396159 reaction equation
[N+:1]([C:4]1[CH:29]=[CH:28][C:7]([O:8][C:9]2[CH:10]=[C:11]([CH:15]=[C:16]([O:18][C:19]3[CH:24]=[CH:23][C:22]([N+:25]([O-:27])=[O:26])=[CH:21][CH:20]=3)[CH:17]=2)[C:12](O)=[O:13])=[CH:6][CH:5]=1)([O-:3])=[O:2].S(Cl)([Cl:32])=O>>[N+:1]([C:4]1[CH:29]=[CH:28][C:7]([O:8][C:9]2[CH:10]=[C:11]([CH:15]=[C:16]([O:18][C:19]3[CH:24]=[CH:23][C:22]([N+:25]([O-:27])=[O:26])=[CH:21][CH:20]=3)[CH:17]=2)[C:12]([Cl:32])=[O:13])=[CH:6][CH:5]=1)([O-:3])=[O:2]

Participants

3

Reactant 2

HCID 24386Thionyl Chloride2×HCID 167603763,5-Bis(4-nitrophenoxy)benzoic acid

Product 1

HCID 189887293,5-Bis(4-nitrophenoxy)benzoyl chloride

Procedure

A mixture of 3,5-bis (4-nitrophenoxy) benzoic acid (51.9 g, 0.131 mol) and thionyl chloride (478 ml, 6.55 mol) are heated at reflux for 5 hours, with the excess thionyl chloride being removed by distillation. The residue is dried at 85° C. under vacuum overnight in the same reactor.

Workup

  1. temperatureare heated
  2. customremoved by distillation
  3. customThe residue is dried at 85° C. under vacuum overnight in the same reactor

Sources & evidence

ORD record
ord-6af97b4ef37c4fc7b612ac0d03298f08
Source dataset
uspto-grants-1996_02
Patent number
US05491200

Reaction notes

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