Triethylamine → HCID 67335701, compound

HRID 451573Notes

Reaction equation

HRID 451573 reaction equation
[NH2:1][N:2]1[CH2:7][CH2:6][O:5][CH:4]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[C:3]1=O.[N:15]#[C:16][NH2:17].O.C1(C)C=CC(S(O)(=O)=O)=CC=1.C(N(CC)CC)C>C(O)C>[C:8]1([CH:4]2[C:3]3=[N:15][C:16]([NH2:17])=[N:1][N:2]3[CH2:7][CH2:6][O:5]2)[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 9864CyanamideHCID 521998p-Toluenesulfonic acid monohydrateHCID 67336520HCID 67336520, compound

Product 1

HCID 67335701HCID 67335701, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

4-Amino-2-phenylmorpholin-3-one (175 mg, 910 μmol) and cyanamide (230 mg, 179 μL, 5.46 mmol) were dissolved in ethanol (4 mL). p-Toluenesulfonic acid monohydrate (260 mg, 209 μL, 1.37 mmol) was added and the mixture was heated under reflux at 80° C. for 24 hours. After cooling to room temperature, triethylamine (461 mg, 634 μL, 4.55 mmol) was added and the mixture was heated under reflux at 80° C. for 3 days.

Workup

  1. temperaturethe mixture was heated
  2. temperatureAfter cooling to room temperature
  3. temperaturethe mixture was heated
  4. temperatureunder reflux at 80° C. for 3 days

Sources & evidence

ORD record
ord-500ab7e9964645bc838025c7f6fad558
Source dataset
uspto-grants-2013_07
Patent number
US08486967B2

Reaction notes

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