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

HRID 1032053Notes

Reaction equation

HRID 1032053 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>ClCCl>[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 dichloromethane 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, there is precipitated by the addition of diethyl ether an 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 re-precipitated 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. customFrom the filtrate, there is precipitated by the addition of diethyl ether an additional portion of the desired product which
  3. washtogether with the first portion, is washed once with water, once with cold methanol and three times with diethyl ether
  4. customsubsequently re-precipitated from acetonitrile/diethyl ether

Sources & evidence

ORD record
ord-84b508b956c343bd8b0f4031f14070e9
Source dataset
uspto-grants-1990_09
Patent number
US04956470

Reaction notes

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