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Phosphorus pentachloride → 3-(2,4-Difluorophenoxy)-4-methanesulfonamidobenzoyl chloride

HRID 1607697
Notes
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Reaction equation

HRID 1607697 reaction equation
[F:1][C:2]1[CH:22]=[C:21]([F:23])[CH:20]=[CH:19][C:3]=1[O:4][C:5]1[CH:6]=[C:7]([CH:11]=[CH:12][C:13]=1[NH:14][S:15]([CH3:18])(=[O:17])=[O:16])[C:8](O)=[O:9].P(Cl)(Cl)(Cl)(Cl)[Cl:25]>C1C=CC=CC=1>[F:1][C:2]1[CH:22]=[C:21]([F:23])[CH:20]=[CH:19][C:3]=1[O:4][C:5]1[CH:6]=[C:7]([CH:11]=[CH:12][C:13]=1[NH:14][S:15]([CH3:18])(=[O:17])=[O:16])[C:8]([Cl:25])=[O:9]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 24819Phosphorus pentachlorideHCID 10472595HCID 10472595, compound

Product 1

HCID 100900013-(2,4-Difluorophenoxy)-4-methanesulfonamidobenzoyl chlorideYield 110.7%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A mixture of 3-(2,4-difluorophenoxy)-4-methanesulfonamidobenzoic acid (0.6 g) and phosphorus pentachloride (0.4 g) in benzene (6 ml) was warmed, dissolved, and then stirred for 25 minutes at room temperature. The mixture was concentrated under reduced pressure to give a powder of 3-(2,4-difluorophenoxy)-4-methanesulfonamidobenzoyl chloride (0.7 g).

Workup

  1. temperaturewas warmed
  2. dissolutiondissolved
  3. concentrationThe mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-3dd48d6f55af4ba1ae859d30f8b704e2
Source dataset
uspto-grants-1989_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04866091

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes