Diethyl Ether → HCID 19970292, compound

HRID 974983Notes

Reaction equation

HRID 974983 reaction equation
[C:1]([C:3]1[CH:12]=[CH:11][C:6]([C:7](=O)[CH2:8][Br:9])=[CH:5][CH:4]=1)#[N:2].[BrH:13].[CH2:14]([N:21]1[CH2:26][CH2:25][CH:24]([NH:27][C:28]([NH2:30])=[S:29])[CH2:23][CH2:22]1)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.C(OCC)C>CO>[BrH:9].[BrH:13].[CH2:14]([N:21]1[CH2:22][CH2:23][CH:24]([NH:27][C:28]2[S:29][CH:8]=[C:7]([C:6]3[CH:11]=[CH:12][C:3]([C:1]#[N:2])=[CH:4][CH:5]=3)[N:30]=2)[CH2:25][CH2:26]1)[C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 986544-(Bromoacetyl)benzonitrileHCID 19970307HCID 19970307, compound

Product 1

HCID 19970292HCID 19970292, compoundYield 86%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

12.46 g of 4-cyanophenacyl bromide are added to 18.38 g of N-(1-benzylpiperid-4-yl)thiourea hydrobromide in 200 ml of methanol, and then the reaction mixture is heated under reflux for 4 hours. The mixture is cooled to room temperature and then, successively, 200 ml of diethyl ether are added and the precipitate is filtered and washed with diethyl ether in order to obtain white crystals which melt at 280° C.; yield: 86%.

Workup

  1. temperaturethe reaction mixture is heated
  2. temperatureunder reflux for 4 hours
  3. filtrationthe precipitate is filtered
  4. washwashed with diethyl ether in order
  5. customto obtain white crystals which
  6. custommelt at 280° C.

Sources & evidence

ORD record
ord-22fcee7f20404891bff24b595e3edaf7
Source dataset
uspto-grants-1997_03
Patent number
US05607952

Reaction notes

Loading…