Oxonium, trimethyl-, tetrafluoroborate(1-) (1:1) → HCID 73867529, compound

HRID 1165152Notes

Reaction equation

HRID 1165152 reaction equation
[CH:1](=[N:8][N:9]1[CH:13]=[CH:12][N:11]([N:14]=[CH:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[C:10]1=[S:22])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[F:23][B-:24]([F:27])([F:26])[F:25].[CH3:28][O+](C)C>C(Cl)Cl>[F:23][B-:24]([F:27])([F:26])[F:25].[CH:15](=[N:14][N+:11]1[CH:12]=[CH:13][N:9]([N:8]=[CH:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)[C:10]=1[S:22][CH3:28])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

4

Reactant 2

HCID 2735153Oxonium, trimethyl-, tetrafluoroborate(1-) (1:1)HCID 54043177HCID 54043177, compound

Product 1

HCID 73867529HCID 73867529, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

3.06 g of 1,3-bis(benzylideneamino)-1,3-dihydro-2H-imidazole-2-thione in 100 ml of absolute methylene chloride are treated with 1.47 g of trimethyloxonium tetrafluoroborate. The mixture is stirred at room temperature for 3 hours and the resulting precipitate is removed by filtration under suction. From the filtrate, by the addition of diethyl ether, there is precipitated a additional portion of the desired product which, together with the first portion, is washed once with water, once with cold methanol and three times with diethyl ether and subsequently reprecipitated from acetonitrile/diethyl ether. There is obtained colorless 1,3-bis(benzylideneamino)-2-(methylthio)imidazolium tetrafluoroborate of melting point 215°-220° (decomposition).

Workup

  1. customthe resulting precipitate is removed by filtration under suction
  2. additionFrom the filtrate, by the addition of diethyl ether, there
  3. customis precipitated a additional portion of the desired product which
  4. washtogether with the first portion, is washed once with water, once with cold methanol and three times with diethyl ether
  5. customsubsequently reprecipitated from acetonitrile/diethyl ether

Sources & evidence

ORD record
ord-caa355f3c14c4e1fa385472505f00d94
Source dataset
uspto-grants-1990_03
Patent number
US04908363

Reaction notes

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