Carbon Disulfide → Triethylammonium

HRID 866495Notes

Reaction equation

HRID 866495 reaction equation
[CH2:1]([N:3]([CH2:6][CH3:7])[CH2:4][CH3:5])[CH3:2].[CH3:8][C:9]1([CH3:14])[NH:13][CH2:12][CH2:11][O:10]1.[C:15](=[S:17])=[S:16]>CCOCC>[CH2:1]([NH+:3]([CH2:6][CH3:7])[CH2:4][CH3:5])[CH3:2].[CH3:8][C:9]1([CH3:14])[N:13]([C:15]([S-:17])=[S:16])[CH2:12][CH2:11][O:10]1

Participants

6

Reactant 3

HCID 6348Carbon DisulfideHCID 8471TriethylamineHCID 5506972,2-Dimethyl-oxazolidine

Product 2

HCID 1385867TriethylammoniumHCID 22766683HCID 22766683, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a cold (-10°) solution of 202 g (2.0 moles) of triethylamine and 360 g (1.27 moles) of 2,2-dimethyloxazolidine[(prepared by the method of E. Bergman, J.A.C.S. 75, 358 (1953)] in 1 liter of ether was added 152g (2.0 moles) of carbon disulfide over a period of 15 minutes. Solids formed during the additional one hour of stirring at -10° to 6°. The mixture was then filtered; the solids were washed with 2 × 250 ml of ether and were air-dried for 20 minutes to obtain 347g of the pale yellow, solid triethylammonium bis(2,2-dimethyl-3-oxazolidinecarbodithioate.

Workup

  1. customSolids formed during the additional one hour
  2. filtrationThe mixture was then filtered
  3. washthe solids were washed with 2 × 250 ml of ether
  4. customwere air-dried for 20 minutes

Sources & evidence

ORD record
ord-72c2ea836dfc43c7b89aa561798755eb
Source dataset
uspto-grants-1978_07
Patent number
US04099003

Reaction notes

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