Chloroacetaldehyde → HCID 60204507, compound

HRID 2267386Notes

Reaction equation

HRID 2267386 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]([CH3:12])[C:9]([NH2:11])=[S:10])=[CH:4][CH:3]=1.Cl[CH2:14][CH:15]=O>CCO>[F:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]([CH3:12])[C:9]2[S:10][CH:14]=[CH:15][N:11]=2)=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 33ChloroacetaldehydeHCID 57428841HCID 57428841, compound

Product 1

HCID 60204507HCID 60204507, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 2.0 g (11 mmol) of 1-(4-fluorophenyl)-1-methylthiourea in 20 mL of EtOH was treated with 4.1 mL (33 mmol) of a 50% (w/v) aqueous solution of chloroacetaldehyde and heated at reflux for 18 h. The solvent was removed in vacuo and the residue purified by flash chromatography eluting with a linear gradient of 10% EtOAc in hexane to 100% EtOAc to deliver the title compound. MS (M+H)+ 209.

Workup

  1. temperatureheated
  2. temperatureat reflux for 18 h
  3. customThe solvent was removed in vacuo
  4. customthe residue purified by flash chromatography
  5. washeluting with a linear gradient of 10% EtOAc in hexane to 100% EtOAc

Sources & evidence

ORD record
ord-0b13e8f8e1ae44cd9aa1d52a6a8676f6
Source dataset
uspto-grants-2010_12
Patent number
US07858785B2

Reaction notes

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