Water → HCID 66679752, compound

HRID 1966964Notes

Reaction equation

HRID 1966964 reaction equation
C(=O)([O-])[O-].[K+].[K+].[C:7]1([CH3:25])[CH:12]=[CH:11][C:10]([N:13]2[C:17]3([CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]3)[C:16](=[O:23])[NH:15][C:14]2=[O:24])=[CH:9][CH:8]=1.Br[CH2:27][C:28]([O:30][CH2:31][CH3:32])=[O:29].O>CN(C=O)C>[CH2:31]([O:30][C:28](=[O:29])[CH2:27][N:15]1[C:16](=[O:23])[C:17]2([CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]2)[N:13]([C:10]2[CH:9]=[CH:8][C:7]([CH3:25])=[CH:12][CH:11]=2)[C:14]1=[O:24])[CH3:32]

Participants

6

Reactant 4

HCID 962WaterHCID 7748Ethyl bromoacetateHCID 11430Potassium CarbonateHCID 56604883HCID 56604883, compound

Product 1

HCID 66679752HCID 66679752, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

17.9 g (0.130 mol; 1.1 eq.) of potassium carbonate are added to a solution of 30.4 g (0.117 mol; 1 eq.) of 1-p-tolyl-1,3-diazaspiro[4.5]decane-2,4-dione in 150 ml of DMF, and 16 ml (0.141 mol; 1.2 eq.) of ethyl bromoacetate are then added dropwise to the reaction medium. The cream-coloured reaction medium suspension is stirred at room temperature for 18 hours. The reaction medium is poured into 300 ml of water and the white precipitate is filtered off, rinsed with water and then dried in an oven under vacuum at 40° C. for 48 hours. The product (2,4-dioxo-1-p-tolyl-1,3-diaza-spiro[4.5]dec-3-yl)acetic acid ethyl ester is obtained in the form of a white solid.

Workup

  1. additionare then added dropwise to the reaction medium
  2. filtrationthe white precipitate is filtered off
  3. washrinsed with water
  4. customdried in an oven under vacuum at 40° C. for 48 hours

Sources & evidence

ORD record
ord-a4741cc61cf348818234907a03249d79
Source dataset
uspto-grants-2013_04
Patent number
US08420681B2

Reaction notes

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