Urea → HCID 19829846, compound

HRID 1493627Notes

Reaction equation

HRID 1493627 reaction equation
NC(N)=O.[NH2:5][C:6]([NH:8][N:9]([CH2:18][C:19]([O:21]C)=O)[C:10]1[CH:15]=[CH:14][C:13]([CH2:16][CH3:17])=[CH:12][CH:11]=1)=[O:7].C[O-].[Na+].C[O-]>CO>[CH2:16]([C:13]1[CH:14]=[CH:15][C:10]([N:9]2[CH2:18][C:19](=[O:21])[NH:5][C:6](=[O:7])[NH:8]2)=[CH:11][CH:12]=1)[CH3:17]

Participants

6

Reactant 4

HCID 1176UreaHCID 3826051MethoxideHCID 10942334Sodium MethoxideHCID 54240691HCID 54240691, compound

Product 1

HCID 19829846HCID 19829846, compoundYield 29.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The urea (Intermediate 62 2.2 g, 8.6 mmol) and sodium methoxide (567 mg, 10.5 mmol) were stirred in methanol (10 ml) for 3 h. After this time, a second amount of methoxide (100 mg, 1.9 mmol) was added and the reaction was left to stir for 2 h. The reaction mixture was then quenched with 2N HCl to pH7. The solid formed was filtered, and then recrystallised (methanol/dioxan) to give the title compound (563 mg, 29%)

Workup

  1. waitthe reaction was left
  2. customThe reaction mixture was then quenched with 2N HCl to pH7
  3. customThe solid formed
  4. filtrationwas filtered
  5. customrecrystallised (methanol/dioxan)

Sources & evidence

ORD record
ord-1a353b9684d24f1c9e17fb86ca027371
Source dataset
uspto-grants-1991_06
Patent number
US05023255

Reaction notes

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