Triethylamine → HCID 28787470, compound

HRID 711218Notes

Reaction equation

HRID 711218 reaction equation
[NH:1]1[CH2:6][CH2:5][S:4][CH2:3][CH2:2]1.Cl[C:8]1[CH:15]=[CH:14][C:11]([C:12]#[N:13])=[CH:10][N:9]=1.C(N(CC)CC)C>C(O)CCC>[S:4]1[CH2:5][CH2:6][N:1]([C:8]2[CH:15]=[CH:14][C:11]([C:12]#[N:13])=[CH:10][N:9]=2)[CH2:2][CH2:3]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 67164ThiomorpholineHCID 51520946-Chloro-3-pyridinecarbonitrile

Product 1

HCID 28787470HCID 28787470, compound

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Conditions

Temperature
100 °C

Procedure

To a round bottom flask was added thiomorpholine 8-1 (3.6 g, 34.8 mmol), 6-chloronicotinonitrile 8-2 (4.0 g, 29 mmol), triethylamine (8 mL, 58 mmol) and butanol (10 mL). The reaction was stirred at 100° C. for 1 hour. After cooling to room temperature, the reaction formed a solid cake. The cake was triturated in 50 mL H2O at 100° C. After cooling, the solid was collected by filtration to give 6-thiomorpholinonicotinonitrile 8-3 as an off-white solid. MS m/z 206.1 (M+1).

Workup

  1. temperatureAfter cooling to room temperature
  2. customthe reaction formed a solid cake
  3. customThe cake was triturated in 50 mL H2O at 100° C
  4. temperatureAfter cooling
  5. filtrationthe solid was collected by filtration

Sources & evidence

ORD record
ord-be08e873d5954a018ab901a065b4c549
Source dataset
uspto-grants-2015_11
Patent number
US09181235B2

Reaction notes

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