Phosphorus oxychloride → HCID 67281884, compound

HRID 1471810Notes

Reaction equation

HRID 1471810 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[NH:7][CH:8]=[CH:9][C:10]=1[NH:11][CH:12]=[C:13]([C:19](OCC)=O)[C:14]([O:16][CH2:17][CH3:18])=[O:15])=[O:5])[CH3:2].P(Cl)(Cl)([Cl:26])=O>>[Cl:26][C:19]1[C:9]2[C:10](=[C:6]([C:4]([O:3][CH2:1][CH3:2])=[O:5])[NH:7][CH:8]=2)[N:11]=[CH:12][C:13]=1[C:14]([O:16][CH2:17][CH3:18])=[O:15]

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 67281873HCID 67281873, compound

Product 1

HCID 67281884HCID 67281884, compound

Conditions

Temperature
75 °C

Procedure

Diethyl 2-((2-(ethoxycarbonyl)-1H-pyrrol-3-ylamino)methylene)malonate was dissolved in phosphoryl chloride (0.2 M) and heated at 75° C. for 18 hours. Reaction mixture was concentrated to dryness and water and ethyl acetate were added. The aqueous layer was extracted with ethylacetate, the combined organic fractions were washed with brine and dried over magnesium sulfate before concentrating in vacuo to afford the crude compound 10a as an orange solid.

Workup

  1. customReaction mixture
  2. concentrationwas concentrated to dryness and water and ethyl acetate
  3. additionwere added
  4. extractionThe aqueous layer was extracted with ethylacetate
  5. washthe combined organic fractions were washed with brine
  6. dry with materialdried over magnesium sulfate
  7. concentrationbefore concentrating in vacuo

Sources & evidence

ORD record
ord-c518ed17b7414d54b55bb4c37304fd7c
Source dataset
uspto-grants-2015_04
Patent number
US09012470B2

Reaction notes

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