Phosphorus pentachloride → HCID 12851816, compound

HRID 1156889Notes

Reaction equation

HRID 1156889 reaction equation
[N+:1]([C:4]1[CH:22]=[CH:21][C:7]([C:8]([NH:10][CH2:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[CH2:19]O)=[O:9])=[CH:6][CH:5]=1)([O-:3])=[O:2].P(Cl)(Cl)(Cl)(Cl)[Cl:24]>C(Cl)(Cl)Cl>[N+:1]([C:4]1[CH:22]=[CH:21][C:7]([C:8]([NH:10][CH2:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[CH2:19][Cl:24])=[O:9])=[CH:6][CH:5]=1)([O-:3])=[O:2]

Participants

4

Reactant 2

HCID 24819Phosphorus pentachlorideHCID 12851814HCID 12851814, compound

Product 1

HCID 12851816HCID 12851816, compoundYield 96.7%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

1-(4-Nitrobenzoyl)amino-2-(2-hydroxymethylphenyl)ethane (15.3 g) was dissolved in 200 ml of chloroform, and with stirring under ice cooling, 15.9 g of phosphorus pentachloride was added gradually. The mixture was stirred at room temperature for 8 hours, and then the solvent was distilled off. The residue was dissolved in benzene, washed in water, and dried, followed by distilling off the solvent. The residue was recrystallized from benzene-n-hexane to afford 15.7 g of 1-(4-nitrobenzoyl)amino-2-(2-chloromethylphenyl)ethane having a melting point of 125.9° to 126.3° C.

Workup

  1. stirringThe mixture was stirred at room temperature for 8 hours
  2. distillationthe solvent was distilled off
  3. dissolutionThe residue was dissolved in benzene
  4. washwashed in water
  5. customdried
  6. distillationby distilling off the solvent
  7. customThe residue was recrystallized from benzene-n-hexane

Sources & evidence

ORD record
ord-addfcb59d7a445f2be140156fc11932c
Source dataset
uspto-grants-1982_06
Patent number
US04337256

Reaction notes

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