Dichloromethane → HCID 178465511, compound

HRID 1930737Notes

Reaction equation

HRID 1930737 reaction equation
[O:1]([CH2:8][C:9]1[NH:10][CH:11]=[C:12]([C:14]2[CH:27]=[CH:26][C:17]([O:18][C:19]3[CH:25]=[CH:24][C:22]([NH2:23])=[CH:21][CH:20]=3)=[CH:16][CH:15]=2)[N:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:28]([N:30]=[C:31]=[S:32])[CH3:29].ClCCl.C(OCC)(=O)C>C(O)C>[CH2:28]([NH:30][C:31]([NH:23][C:22]1[CH:21]=[CH:20][C:19]([O:18][C:17]2[CH:26]=[CH:27][C:14]([C:12]3[N:13]=[C:9]([CH2:8][O:1][C:2]4[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=4)[NH:10][CH:11]=3)=[CH:15][CH:16]=2)=[CH:25][CH:24]=1)=[S:32])[CH3:29]

Participants

6

Reactant 4

HCID 6344DichloromethaneHCID 8857Ethyl AcetateHCID 10966Ethyl isothiocyanateHCID 178507748HCID 178507748, compound

Product 1

HCID 178465511HCID 178465511, compoundYield 45%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

A mixture containing 4-{4-[2-(phenoxymethyl)-1H-imidazol-4-yl]phenoxy}aniline (0.5 g, 1.40 mmol) and ethylisothiocyanate (0.162 g, 1.70 mmol) in 10 ml of ethanol is heated for four hours under reflux. 5 ml of dichloromethane and traces of ethyl acetate and ethanol are added to the residue obtained. The medium is stirred for thirty minutes, then filtered and the solid obtained is dried. A cream-coloured powder is obtained with a yield of 45%.

Workup

  1. temperatureis heated for four hours
  2. temperatureunder reflux
  3. customobtained
  4. filtrationfiltered
  5. customthe solid obtained
  6. customis dried
  7. customA cream-coloured powder is obtained with a yield of 45%

Sources & evidence

ORD record
ord-6f93c5f6233f4022bc76b25d465dabf4
Source dataset
uspto-grants-2012_05
Patent number
US08188133B2

Reaction notes

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