Methanol → HCID 57455731, compound

HRID 660867Notes

Reaction equation

HRID 660867 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=O)[CH2:9][NH:10][C:11]([NH:13][CH2:14][CH3:15])=[O:12])=[CH:4][CH:3]=1.CO>Cl>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:13]([CH2:14][CH3:15])[C:11](=[O:12])[NH:10][CH:9]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 887MethanolHCID 58011867HCID 58011867, compound

Product 1

HCID 57455731HCID 57455731, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

990 mg (4.113 mmol) of N-[2-(4-chlorophenyl)-2-oxoethyl]-N′-ethylurea from Example 115A are suspended in 16 ml concentrated hydrochloric acid, treated with 16 ml of methanol and stirred for one hour at room temperature. The reaction mixture is evaporated to dryness, the residue extracted with dichloromethane, and the organic phase dried over sodium sulphate and again concentrated. The crude product is purified by flash chromatography on silica gel (eluent: dichloromethane/methanol 100:1, then 50:1) and 701 mg (77% of theory) of the target compound are thus obtained.

Workup

  1. customThe reaction mixture is evaporated to dryness
  2. extractionthe residue extracted with dichloromethane
  3. dry with materialthe organic phase dried over sodium sulphate
  4. concentrationagain concentrated
  5. customThe crude product is purified by flash chromatography on silica gel (eluent
  6. customdichloromethane/methanol 100:1, then 50:1) and 701 mg (77% of theory) of the target compound are thus obtained

Sources & evidence

ORD record
ord-9484fd1bc43142a6b928de21aebe24ba
Source dataset
uspto-grants-2011_12
Patent number
US08084481B2

Reaction notes

Loading…