Ammonia → HCID 15811499, compound

HRID 1395127Notes

Reaction equation

HRID 1395127 reaction equation
[NH3:1].[C:2](=[S:4])=[S:3].[Cl:5][C:6]1[CH:13]=[CH:12][C:9]([CH2:10][NH2:11])=[CH:8][CH:7]=1>C(#N)C>[Cl:5][C:6]1[CH:13]=[CH:12][C:9]([CH2:10][NH:11][C:2](=[S:4])[S-:3])=[CH:8][CH:7]=1.[NH4+:1]

Participants

5

Reactant 3

HCID 222AmmoniaHCID 6348Carbon DisulfideHCID 660364-Chlorobenzylamine

Product 1

HCID 15811499HCID 15811499, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

260 ml. of concentrated ammonia solution were treated under an atmosphere of argon, and while cooling by means of ice/methanol bath at ≤-10° C. within about 20 minutes, with 164.5 g. of carbon disulfide and the mixture was subsequently stirred for an additional 15 minutes at the same temperature. 245 G. of 4-chlorobenzylamine dissolved in 122 ml. of acetonitrile were then slowly added, the temperature still maintained at ≤-10° C. Subsequently, the mixture was stirred overnight at room temperature and then cooled in an ice-bath to 0° C. The precipitated crystals were removed by filtration under suction, washed successively with acetonitrile and diethyl ether and dried to a constant weight under reduced pressure at 70°-80° C., and 390 g. of ammonium (N-4-chlorobenzyl)dithiocarbamate having a melting point of 140°-142° C. was obtained.

Workup

  1. temperaturewhile cooling by means of ice/methanol bath at ≤-10° C. within about 20 minutes, with 164.5 g
  2. temperaturethe temperature still maintained at ≤-10° C
  3. temperaturecooled in an ice-bath to 0° C
  4. customThe precipitated crystals were removed by filtration under suction
  5. washwashed successively with acetonitrile and diethyl ether
  6. customdried to a constant weight under reduced pressure at 70°-80° C.

Sources & evidence

ORD record
ord-1b3b17a5839e44288b22de42bfe2875a
Source dataset
uspto-grants-1980_05
Patent number
US04202832

Reaction notes

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