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

HRID 1194419Notes

Reaction equation

HRID 1194419 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-d8b8fd1a27664b7ea3787bf21aa9883b
Source dataset
uspto-grants-1989_03
Patent number
US04814332

Reaction notes

Loading…