(Z)-Benzaldehyde oxime → N-hydroxybenzenecarboximidoyl chloride

HRID 1576975Notes

Reaction equation

HRID 1576975 reaction equation
[Cl:1]Cl.[CH:3](=[N:10][OH:11])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1>C(Cl)(Cl)Cl>[C:3]([Cl:1])(=[N:10][OH:11])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

Participants

4

Reactant 2

HCID 12143(Z)-Benzaldehyde oximeHCID 24526Chlorine

Product 1

HCID 2756315N-hydroxybenzenecarboximidoyl chlorideYield 60.5%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Chlorine gas (7.9 g) was added to a cold (0° to -10°) solution of 12.1 g of benzaldoxime in 80 ml of chloroform. The mixture was stirred at -10° for half an hour and the solution of benzohydroximoyl chloride was used without further purification in an attempt to prepare the methanesulfonate as described in Example II-C. Work-up of the sulfonation mixture resulted in recovery of 9.4 g of unreacted benzohydroximoyl chloride, m.p. 50°-51°.

Workup

  1. customthe solution of benzohydroximoyl chloride was used without further purification in an attempt
  2. customto prepare the methanesulfonate

Sources & evidence

ORD record
ord-b6cc797605f7431780fe9892610945a1
Source dataset
uspto-grants-1976_09
Patent number
US03983246

Reaction notes

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