Diethyl Ether → HCID 21279517, compound

HRID 2291211Notes

Reaction equation

HRID 2291211 reaction equation
[CH2:1]([S:8][C:9]1[N:13]=[C:12]([SH:14])[NH:11][N:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl[CH2:16][C:17](=O)[CH3:18].CCOCC.C(=O)(O)[O-].[Na+]>C(O)C>[CH2:1]([S:8][C:9]1[N:13]=[C:12]2[S:14][CH:16]=[C:17]([CH3:18])[N:11]2[N:10]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

6

Reactant 4

HCID 3283Diethyl EtherHCID 6571ChloroacetoneHCID 516892Sodium BicarbonateHCID 178527897HCID 178527897, compound

Product 1

HCID 21279517HCID 21279517, compoundYield 92.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The product of stage (a) (22.3 g) and chloroacetone (9.6 g) were heated in ethanol (120 ml) under reflux for 22 hours. The solution was then reduced under vacuum, and the residue was stirred with a mixture of ether and aqueous sodium bicarbonate. The ether solution was separated, washed with water, dried over magnesium sulphate, and reduced under vacuum to give 24.1 g of the desired product as an orange oil.

Workup

  1. temperatureunder reflux for 22 hours
  2. customThe ether solution was separated
  3. washwashed with water
  4. dry with materialdried over magnesium sulphate

Sources & evidence

ORD record
ord-69c3e20a77984705bb93987ed50712d5
Source dataset
uspto-grants-1989_01
Patent number
US04795483

Reaction notes

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