Phosphorus pentachloride → HCID 54565141, compound

HRID 972301Notes

Reaction equation

HRID 972301 reaction equation
[N+:1]([C:4]1[CH:23]=[CH:22][C:7]([CH:8]=[CH:9][S:10]([NH:13][C:14](=O)[C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)(=[O:12])=[O:11])=[CH:6][CH:5]=1)([O-:3])=[O:2].P(Cl)(Cl)(Cl)(Cl)[Cl:25]>C1C=CC=CC=1>[N+:1]([C:4]1[CH:23]=[CH:22][C:7]([CH:8]=[CH:9][S:10]([N:13]=[C:14]([Cl:25])[C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)(=[O:12])=[O:11])=[CH:6][CH:5]=1)([O-:3])=[O:2]

Participants

4

Reactant 2

HCID 24819Phosphorus pentachlorideHCID 54406439N-(4-nitrostyrylsulfonyl)benzamide

Product 1

HCID 54565141HCID 54565141, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A suspension of N-(4-nitrostyrylsulfonyl)benzamide (14.9 g., 0.045 mole) in 500 ml. of dry benzene is refluxed and stirred with phosphorus pentachloride (10.4 g., 0.05 mole) for 8 hr. The reaction mixture after standing overnight at 25° C. provides 8.2 g. of solid, m.p. 158°-166° C. Concentration of the mother liquor to about 100 ml. provides an additional 2.5 g. of solid, m.p. 158°-161° C. The combined crude solid crystallized from ethyl acetate affords analytically pure N-(4-nitrostyrylsulfonyl)benzimidoyl chloride, m.p. 168°-175° C.

Workup

  1. customprovides 8.2 g
  2. customprovides an additional 2.5 g
  3. customcrystallized from ethyl acetate

Sources & evidence

ORD record
ord-2b529d9e30734527aba7367ec143e454
Source dataset
uspto-grants-1977_10
Patent number
US04052455

Reaction notes

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