Water → 2,4-Dichloro-6-morpholino-1,3,5-triazine

HRID 1068565Notes

Reaction equation

HRID 1068565 reaction equation
[N:1]1[C:8]([Cl:9])=[N:7][C:5](Cl)=[N:4][C:2]=1[Cl:3].C(N(CC)CC)C.[NH:17]1[CH2:22][CH2:21][O:20][CH2:19][CH2:18]1.O>CC(C)=O>[Cl:9][C:8]1[N:1]=[C:2]([Cl:3])[N:4]=[C:5]([N:17]2[CH2:22][CH2:21][O:20][CH2:19][CH2:18]2)[N:7]=1

Participants

6

Reactant 4

HCID 962WaterHCID 7954Cyanuric chlorideHCID 8083MorpholineHCID 8471Triethylamine

Product 1

HCID 810762,4-Dichloro-6-morpholino-1,3,5-triazineYield 76.4%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
-5 °C

Procedure

Cyanuric chloride (10.0 g, 54 mmol) dissolved in acetone (100 ml) was cooled to −5° C., slowly added with triethylamine (4.7 ml, 49 mmol) dropwise and further, slowly added with morpholine (7.5 g, 54 mmol) dropwise. The reaction mixture was stirred at the same temperature for one hour and then stirred at room temperature for one hour. The reaction solution was poured into water (500 ml). The precipitated crystals were collected by filtration, washed with trace amount of acetone and dried to obtain 9.7 g (yield: 69%) of 2,4-dichloro-6-morpholino-1,3,5-triazine as colorless crystals with melting point of 155° C.-157° C.

Workup

  1. stirringstirred at room temperature for one hour
  2. filtrationThe precipitated crystals were collected by filtration
  3. washwashed with trace amount of acetone
  4. customdried

Sources & evidence

ORD record
ord-c2cd12a27f3d4b27bd20fe627aad0fe5
Source dataset
uspto-grants-2001_06
Patent number
US06251900B1

Reaction notes

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