Hydrochloric Acid → HCID 13472712, compound

HRID 2412328Notes

Reaction equation

HRID 2412328 reaction equation
[CH3:1][O:2][C:3](=[O:18])[C:4]([N+:15]([O-:17])=[O:16])=[CH:5][C:6]1[C:14]2[C:10](=[N:11][O:12][N:13]=2)[CH:9]=[CH:8][CH:7]=1.[Na].[CH:20]([O:23][C:24](=[O:29])[CH2:25][C:26]([CH3:28])=[O:27])([CH3:22])[CH3:21].Cl>O1CCOCC1.CCOCC>[CH3:1][O:2][C:3](=[O:18])[CH:4]([N+:15]([O-:17])=[O:16])[CH:5]([C:6]1[C:14]2[C:10](=[N:11][O:12][N:13]=2)[CH:9]=[CH:8][CH:7]=1)[CH:25]([C:24]([O:23][CH:20]([CH3:22])[CH3:21])=[O:29])[C:26](=[O:27])[CH3:28]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 68329Isopropyl acetoacetateHCID 5360545SodiumHCID 53840484HCID 53840484, compound

Product 1

HCID 13472712HCID 13472712, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of 5.7 g of 3-(2,1,3-benzoxadiazol-4-yl)-2-nitro-propenoic acid methylester (IV,R1 =CH3) in 120 ml of dioxane is added to 4.2 g of the dry sodium salt of acetoacetic acid isopropylester. The suspension is stirred for 3 hours at room temperature. The mixture is poured into 120 ml of ice water and shaken with ether. The aqueous phase is acidified with hydrochloric acid whilst cooling, and extracted with methylene chloride. The methylene chloride solution is dried over magnesium sulphate and the solvent is evaporated under vacuum, after which the substance is obtained.

Workup

  1. temperaturewhilst cooling
  2. extractionextracted with methylene chloride
  3. dry with materialThe methylene chloride solution is dried over magnesium sulphate
  4. customthe solvent is evaporated under vacuum
  5. customafter which the substance is obtained

Sources & evidence

ORD record
ord-f0bb592ce4b446de8aafe7c8cf8af4fe
Source dataset
uspto-grants-1985_01
Patent number
US04491581

Reaction notes

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