Morpholine → 4-[4,6-bis(trichloromethyl)-1,3,5-triazin-2-yl]morpholine

HRID 522519Notes

Reaction equation

HRID 522519 reaction equation
Cl[C:2]1[N:7]=[C:6]([C:8]([Cl:11])([Cl:10])[Cl:9])[N:5]=[C:4]([C:12]([Cl:15])([Cl:14])[Cl:13])[N:3]=1.[NH:16]1[CH2:21][CH2:20][O:19][CH2:18][CH2:17]1.C(N(CC)C(C)C)(C)C>C1COCC1>[Cl:13][C:12]([Cl:15])([Cl:14])[C:4]1[N:5]=[C:6]([C:8]([Cl:11])([Cl:10])[Cl:9])[N:7]=[C:2]([N:16]2[CH2:21][CH2:20][O:19][CH2:18][CH2:17]2)[N:3]=1

Participants

5

Reactant 3

HCID 8083MorpholineHCID 35663HCID 35663, compoundHCID 81531Diisopropylethylamine

Product 1

HCID 326384-[4,6-bis(trichloromethyl)-1,3,5-triazin-2-yl]morpholineYield 44.5%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Dissolved 2-chloro-4,6-bis(trichloromethyl)-1,3,5-triazine (0.1 g, 0.28 mmol) in THF (1.5 mL). Added morpholine (0.24 mL, 0.29 mmol) and N,N-diisopropylethylamine (0.06 mL, 0.34 mmol) and stirred for 18 h at room temperature. Concentrated and purified by silica gel chromatography eluting with CH2Cl2 to obtain the title compound (0.05 g).

Workup

  1. concentrationConcentrated
  2. custompurified by silica gel chromatography
  3. washeluting with CH2Cl2

Sources & evidence

ORD record
ord-7df5bca0fcda493393b2a4d2c0242e40
Source dataset
uspto-grants-2016_05
Patent number
US09334246B2

Reaction notes

Loading…