Diethyl Ether → Triethylammonium 6-ethylpyrid-2-yldithiocarbamate

HRID 261200

Reaction equation

HRID 261200 reaction equation
[C:1](=[S:3])=[S:2].[NH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([CH2:11][CH3:12])[N:6]=1.[CH2:13](OCC)[CH3:14]>C(#N)C.C(N(CC)CC)C>[CH2:11]([C:7]1[N:6]=[C:5]([NH:4][C:1](=[S:3])[S-:2])[CH:10]=[CH:9][CH:8]=1)[CH3:12].[CH2:13]([NH+:6]([CH2:5][CH3:10])[CH2:7][CH3:11])[CH3:14]

Participants

6

Reactant 3

HCID 3283Diethyl EtherHCID 6348Carbon DisulfideHCID 890216-Ethylpyridin-2-amine

Product 1

HCID 20393066Triethylammonium 6-ethylpyrid-2-yldithiocarbamate

Reagents, catalysts & solvents 2

HCID 6342AcetonitrileSolventHCID 8471TriethylamineSolvent

Conditions

Temperature
20 °C

Procedure

A solution of carbon disulphide (17.5 cc) in anhydrous acetonitrile (19.5 cc) is added to a solution of 2-amino-6-ethylpyridine (27.0 g) in anhydrous triethylamine (60 cc) at a temperature of 25° C. After 20 hours stirring at 20° C., anhydous diethyl ether (250 cc) is added. After cooling for 1 hour at 2° C., the resulting crystals are filtered off, washed three times with anhydrous diethyl ether (240 cc) and dried under reduced pressure (20 mm.Hg) at 20° C. to give triethylammonium (6-ethylpyrid-2-yl)dithiocarbamate (42.0 g) melting at 75° C.

Workup

  1. temperatureAfter cooling for 1 hour at 2° C.
  2. filtrationthe resulting crystals are filtered off
  3. washwashed three times with anhydrous diethyl ether (240 cc)
  4. customdried under reduced pressure (20 mm.Hg) at 20° C.

Sources & evidence

ORD record
ord-e4ddccb2a9874fb6a59f5aab1ef95064
Source dataset
uspto-grants-1979_08
Patent number
US04164579

Linked notes

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