Water → HCID 23458237, compound

HRID 1679880Notes

Reaction equation

HRID 1679880 reaction equation
[I-].[CH3:2][C:3]([CH3:13])([CH3:12])[C:4](=[O:11])[CH2:5][CH2:6][N+](C)(C)C.[Cl:14][C:15]1[CH:16]=[CH:17][C:18]([NH:21][C:22](=[S:24])[S-:23])=[N:19][CH:20]=1.C([NH+](CC)CC)C.O>C(#N)C>[Cl:14][C:15]1[CH:16]=[CH:17][C:18]([NH:21][C:22](=[S:23])[S:24][CH2:6][CH2:5][C:4](=[O:11])[C:3]([CH3:2])([CH3:12])[CH3:13])=[N:19][CH:20]=1

Participants

5

Reactant 3

HCID 962WaterHCID 43393N,N,N,4,4-Pentamethyl-3-oxopentan-1-aminium iodideHCID 23458243HCID 23458243, compound

Product 1

HCID 23458237HCID 23458237, compoundYield 60.1%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

4,4-Dimethyl-3-oxopentyltrimethylammonium iodide (6.0 g) is added, at 20° C., to a suspension of triethylammonium 5-chloropyrid-2-yldithiocarbamate (6.1 g) in anhydrous acetonitrile (25 cc). The reaction is allowed to proceed for 6 hours at 20° C. Distilled water (25 cc) is added. The crystals which appear are filtered off, washed three times with distilled water (total 30 cc) and dried in air at 20° C. The product obtained (5.1 g; m.p.=110° C.) is recrystallised from acetonitrile (15 cc). 4,4-Dimethyl-3-oxopentyl 5-chloropyrid-2-yldithiocarbamate (3.8 g), which melts at 111° C., is obtained.

Workup

  1. filtrationThe crystals which appear are filtered off
  2. washwashed three times with distilled water (total 30 cc)
  3. customdried in air at 20° C
  4. customThe product obtained (5.1 g; m.p.=110° C.)
  5. customis recrystallised from acetonitrile (15 cc)

Sources & evidence

ORD record
ord-1485ad39fceb4d2ab108fa808e486eed
Source dataset
uspto-grants-1981_06
Patent number
US04271156

Reaction notes

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