Phosphorus oxychloride → HCID 20434340, compound

HRID 1154710Notes

Reaction equation

HRID 1154710 reaction equation
[K].[C:2]([C:4]1[C:5]([N:7]([CH3:12])[C:8](=[O:11])[C:9]=1O)=[O:6])#[N:3].O=P(Cl)(Cl)[Cl:15]>>[C:2]([C:4]1[C:5]([N:7]([CH3:12])[C:8](=[O:11])[C:9]=1[Cl:15])=[O:6])#[N:3]

Participants

4

Reactant 3

HCID 24813Phosphorus oxychlorideHCID 5462222PotassiumHCID 54715115HCID 54715115, compound

Product 1

HCID 20434340HCID 20434340, compoundYield 56%

Procedure

19 parts of the potassium salt of 2-cyano-3-hydroxy-N-methylmaleimide (prepared by a method similar to that for the salts described in J.Amer.Chem.Soc. 80 (1958), 3924) and 15.3 parts of phosphorus oxytrichloride in 100 parts by volume of heavy naphtha are heated at the boil for half an hour, the hot mixture is then filtered, the filtrate is allowed to cool, and the resulting precipitate is filtered off under suction, washed with gasoline and dried. 9.6 parts (56% of theory) of 2-cyano-3-chloro-N-methylmaleimide of melting point 141°-143° C. are obtained. IR (KBr): 2270, 1720, 1630 cm-1.

Workup

  1. filtrationthe hot mixture is then filtered
  2. temperatureto cool
  3. filtrationthe resulting precipitate is filtered off under suction
  4. washwashed with gasoline
  5. customdried

Sources & evidence

ORD record
ord-71d1cfcc9e514d0db271b1b033f60935
Source dataset
uspto-grants-1984_12
Patent number
US04490541

Reaction notes

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