Morpholine → HCID 3839837, compound

HRID 1958024Notes

Reaction equation

HRID 1958024 reaction equation
[C:1]([N:3]=[C:4](SC)[S:5][CH3:6])#[N:2].[NH:9]1[CH2:14][CH2:13][O:12][CH2:11][CH2:10]1>C(O)C>[C:1]([N:3]=[C:4]([N:9]1[CH2:14][CH2:13][O:12][CH2:11][CH2:10]1)[S:5][CH3:6])#[N:2]

Participants

4

Reactant 2

HCID 8083MorpholineHCID 66289Dimethyl N-cyanodithioiminocarbonate

Product 1

HCID 3839837HCID 3839837, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A 3 L round bottom flask equipped with a mechanical stirrer was charged with dimethyl cyanodithioimidocarbonate (200 g, 1368 mmol). The solid material was taken up in Ethanol (2279 ml) and stirred until completely dissolved. Morpholine (119 ml, 1368 mmol) was then added to the flask by graduated cylinder and the mechanical stirrer set to a vigorous rate for overnight stirring of the resulting mixture at room temperature. The resulting white precipitate was collected and dried via suction filtration overnight to afford pure white solid methyl N-cyano-4-morpholinecarbimidothioate (212.5 g, 1147 mmol, 84% yield) as a white solid (1H NMR (400 MHz, DMSO-d6) δ ppm 2.70 (s, 3H) 3.61-3.66 (m, 4H) 3.74-3.79 (m, 4H)).

Workup

  1. customA 3 L round bottom flask equipped with a mechanical stirrer
  2. dissolutionuntil completely dissolved
  3. stirringstirring of the resulting mixture at room temperature
  4. customThe resulting white precipitate was collected
  5. customdried via suction filtration overnight

Sources & evidence

ORD record
ord-94e5593e9219427da0e0cd6f8ad637ed
Source dataset
uspto-grants-2013_04
Patent number
US08410095B2

Reaction notes

Loading…