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Carbon Disulfide → Triethylammonium 2-Trichloromethyl-3-oxazolidinecarbodithioate

HRID 267544
Notes
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Reaction equation

HRID 267544 reaction equation
[Cl:1][C:2]([Cl:9])([Cl:8])[CH:3]1[NH:7][CH2:6][CH2:5][O:4]1.[CH2:10]([N:12]([CH2:15][CH3:16])[CH2:13][CH3:14])[CH3:11].[C:17](=[S:19])=[S:18]>>[Cl:1][C:2]([Cl:9])([Cl:8])[CH:3]1[N:7]([C:17]([S-:19])=[S:18])[CH2:6][CH2:5][O:4]1.[CH2:10]([NH+:12]([CH2:15][CH3:16])[CH2:13][CH3:14])[CH3:11]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 3

HCID 6348Carbon DisulfideHCID 8471TriethylamineHCID 990292-(Trichloromethyl)oxazolidine

Product 1

HCID 22766662Triethylammonium 2-Trichloromethyl-3-oxazolidinecarbodithioate

Procedure

A mixture of 114 g (0.60 mole) 2-trichloromethyloxazolidine, 121.2g. (1.2 moles) triethylamine and 68.4 g. (0.9 mole) carbon disulfide was heated at 50° for seven hours and then was left standing for 18 hours at room temperature. The yellow solids were filtered, stirred with anhydrous ethyl ether, and filtered again to obtain 195.5 g (88.7% conversion) of the desired product, m.p. 107°-110°C.

Workup

wait
was left
  • filtrationThe yellow solids were filtered
  • filtrationfiltered again
  • Sources & evidence

    ORD record
    ord-a783b98613f341e8afe9d513a2fe8d7c
    Source dataset
    uspto-grants-1976_03
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US03943143

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes