Sodium Hydroxide → HCID 19800661, compound

HRID 1646443Notes

Reaction equation

HRID 1646443 reaction equation
[CH:1]([C:4]1([CH3:23])[C:8](=[O:9])[NH:7][C:6]([C:10]2[C:19]3[O:20][CH2:21][O:22][C:18]=3[CH:17]=[CH:16][C:11]=2[C:12]([O:14]C)=[O:13])=[N:5]1)([CH3:3])[CH3:2].[OH-].[Na+]>>[CH:1]([C:4]1([CH3:23])[C:8](=[O:9])[NH:7][C:6]([C:10]2[C:19]3[O:20][CH2:21][O:22][C:18]=3[CH:17]=[CH:16][C:11]=2[C:12]([OH:14])=[O:13])=[N:5]1)([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 19800653HCID 19800653, compound

Product 1

HCID 19800661HCID 19800661, compound

Conditions

Temperature
0 °C

Procedure

Methyl 2-(4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)-3,4-(methylenedioxy)benzoate (6.00 g, 16.9 mmol) is added to 7.5N sulfuric (100 mL), stirred for 15 hours at reflux temperature, cooled to 0° C. and treated with 6N sodium hydroxide to pH 4. The resultant mixture is continuously extracted with ethyl acetate overnight, and the organic layer is concentrated in vacuo to afford the title product as a white solid, 3.40 g (59.1%), mp 172°-176° C.

Workup

  1. temperatureat reflux temperature
  2. extractionThe resultant mixture is continuously extracted with ethyl acetate overnight
  3. concentrationthe organic layer is concentrated in vacuo

Sources & evidence

ORD record
ord-81f8c6a8b68842b4a59d66d7db620a1e
Source dataset
uspto-grants-1993_01
Patent number
US05180419

Reaction notes

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