Methanol → HCID 12684690, compound

HRID 893264Notes

Reaction equation

HRID 893264 reaction equation
NC(C(N)=S)=S.CO.C(N)C1C=CC=CC=1.C([NH:24][C:25]([C:27]([NH:29][CH2:30][C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)=[S:28])=[S:26])C1C=CC=CC=1>O>[CH2:30]([NH:29][C:27]([C:25]([NH2:24])=[S:26])=[S:28])[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1

Participants

6

Reactant 4

HCID 887MethanolHCID 7504BenzylamineHCID 678653Ethanedithioamide, N,N'-bis(phenylmethyl)-HCID 2777982Dithiooxamide

Product 1

HCID 12684690HCID 12684690, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Into a 5 liter, 3-necked flask equipped with a mechanical stirrer, thermometer, and reflux condenser were placed 212 g (1.77 mol) of dithiooxamide (DTO), 2,200 g of methanol, and 224 g of deionized water. The reaction mixture was stirred and heated to reflux. At that point, 126 g (1.18 mol) of benzylamine, i.e., the reactive amine, was added. The progress of the reaction was monitored by thin layer chromatography (TLC) to detect the initial formation of N,N'-dibenzyldithiooxamide. After about 20 minutes, formation of the disubstituted product was detected and the reaction was quenched by the addition of 100 g of concentrated HCl.

Workup

  1. customInto a 5 liter, 3-necked flask equipped with a mechanical stirrer
  2. temperaturethermometer, and reflux condenser
  3. temperatureheated to reflux
  4. customthe reaction was quenched by the addition of 100 g of concentrated HCl

Sources & evidence

ORD record
ord-414be3ced7254150bcc08d6e4e04653a
Source dataset
uspto-grants-1992_06
Patent number
US05124308

Reaction notes

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