Acetonitrile → Triethylammonium 6-ethylpyrid-2-yldithiocarbamate

HRID 1862966Notes

Reaction equation

HRID 1862966 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.[C:13](#N)[CH3:14]>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

5

Reactant 3

HCID 6342AcetonitrileHCID 6348Carbon DisulfideHCID 890216-Ethylpyridin-2-amine

Product 1

HCID 20393066Triethylammonium 6-ethylpyrid-2-yldithiocarbamate

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Conditions

Temperature
20 °C

Procedure

A solution of carbon disulphide (17.5 cc) in anhydrous acetonitrile (19.5 cc) is added, at 25° C., to a solution of 2-amino-6-ethylpyridine (27.0 g) in anhydrous triethylamine (60 cc). After stirring for 20 hours at 20° C., anhydrous 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 (total 240 cc) and dried under reduced pressure (20 mm Hg) at 20° C. Triethylammonium 6-ethylpyrid-2-yldithiocarbamate (42.0 g), melting at 75° C., is thus obtained.

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 (total 240 cc)
  4. customdried under reduced pressure (20 mm Hg) at 20° C

Sources & evidence

ORD record
ord-463df491162d46ae9c9e0fbd03dda3fd
Source dataset
uspto-grants-1979_09
Patent number
US04167571

Reaction notes

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