Ethane, 2-bromo-1,1-diethoxy- → HCID 57489315, compound

HRID 560294Notes

Reaction equation

HRID 560294 reaction equation
[O-]CC.[Na+].[CH2:5]([O:7][C:8]([C:10]1[NH:11][C:12](=[S:16])[NH:13][C:14]=1[CH3:15])=[O:9])[CH3:6].[CH2:17]([O:19][CH:20]([O:23][CH2:24][CH3:25])[CH2:21]Br)[CH3:18]>CCO>[CH2:5]([O:7][C:8]([C:10]1[N:11]=[C:12]([S:16][CH2:21][CH:20]([O:23][CH2:24][CH3:25])[O:19][CH2:17][CH3:18])[NH:13][C:14]=1[CH3:15])=[O:9])[CH3:6]

Participants

5

Reactant 3

HCID 74852Ethane, 2-bromo-1,1-diethoxy-HCID 2723922Sodium ethoxideHCID 3824588MLS002639316

Product 1

HCID 57489315HCID 57489315, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

A solution of sodium ethoxide (5.37 mmol) in EtOH (3.3 mL) is added to a solution of 5-methyl-2-thioxo-2,3-dihydro-1H-imidazole-4-carboxylic acid ethyl ester (5.37 mmol) in EtOH (7.0 mL). Bromoacetaldehyde diethyl acetal (5.37 mmol) is added and the mixture is stirred at reflux for 12 h. After cooling to RT the mixture is filtered and concentrated in vacuo to give the desired product which is used without further purification. LC-MS: tR=0.70 min; [M+H]+=303.4.

Workup

  1. temperatureat reflux for 12 h
  2. filtrationis filtered
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-4e05742d1586440d9d067e5531c06dfd
Source dataset
uspto-grants-2011_11
Patent number
US08063099B2

Reaction notes

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