Diethyl Ether → Triethylammonium 6-propylpyrid-2-yldithiocarbamate

HRID 1862967Notes

Reaction equation

HRID 1862967 reaction equation
[C:1](=[S:3])=[S:2].[NH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([CH2:11][CH2:12][CH3:13])[N:6]=1.[CH2:14](OCC)[CH3:15]>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)[CH2:12][CH3:13].[CH2:14]([NH+:6]([CH2:5][CH3:10])[CH2:7][CH3:11])[CH3:15]

Participants

6

Reactant 3

HCID 3283Diethyl EtherHCID 6348Carbon DisulfideHCID 30163096-Propylpyridin-2-amine

Product 1

HCID 20393053Triethylammonium 6-propylpyrid-2-yldithiocarbamate

Reagents, catalysts & solvents 2

HCID 6342AcetonitrileSolventHCID 8471TriethylamineSolvent

Conditions

Temperature
20 °C

Procedure

A solution of carbon disulphide (20 cc) in anhydrous acetonitrile (23 cc) is added, at 20° C., to a solution of 2-amino-6-propylpyridine (34.0 g) in anhydrous triethylamine (69 cc). After stirring of the mixture for 20 hours at 20° C., anhydrous diethyl ether (800 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 300 cc) and dried under reduced pressure (20 mm Hg) at 20° C. Triethylammonium 6-propylpyrid-2-yldithiocarbamate (50.3 g), melting at about 98° C., is 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 300 cc)
  4. customdried under reduced pressure (20 mm Hg) at 20° C

Sources & evidence

ORD record
ord-b8869700fa1d4d5f804a71551e0503c4
Source dataset
uspto-grants-1979_09
Patent number
US04167571

Reaction notes

Loading…