4-Methylmorpholine → HCID 66841800, compound

HRID 251789Notes

Reaction equation

HRID 251789 reaction equation
[Cl:1][C:2]1[N:7]=[C:6]([O:8][CH2:9][CH2:10][O:11][CH3:12])[N:5]=[C:4]([O:13][CH2:14][CH2:15][O:16][CH3:17])[N:3]=1.[CH3:18][N:19]1[CH2:24][CH2:23][O:22][CH2:21][CH2:20]1>O1CCCC1>[Cl-:1].[CH3:17][O:16][CH2:15][CH2:14][O:13][C:4]1[N:5]=[C:6]([O:8][CH2:9][CH2:10][O:11][CH3:12])[N:7]=[C:2]([N+:19]2([CH3:18])[CH2:24][CH2:23][O:22][CH2:21][CH2:20]2)[N:3]=1

Participants

4

Reactant 2

HCID 79724-MethylmorpholineHCID 85702124HCID 85702124, compound

Product 1

HCID 66841800HCID 66841800, compoundYield 34%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To 1.05 g (4 mmole) of 2-chloro-4,6-di-(2-methoxyethoxy)-1,3,5-triazine (obtained as described in Example 1) in 3.5 mL of dry tetrahydrofuran was added 530 μL of N-methyl morpholine. The solution was stirred for 30 minutes, filtered, and dried in an Abderhalden apparatus using acetone for 12 hours to yield 0.5 g (34%) of 4-(4,6-di-(2-methoxyethoxy)-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride as a white powder. IR spectroscopy of the product (neat) identified the following characteristic IR absorption frequencies: 1605 cm−1, 1417 cm−1, 1336 cm−1, 1300 cm−1, 1118 cm−1, 1094 cm−1, 1068 cm−1, 1053 cm−1, 1028 cm−1, 1009 cm'1, 991 cm−1, 972 cm−1, 858 cm−1, and 821 cm−1.

Workup

  1. filtrationfiltered
  2. customdried in an Abderhalden apparatus
  3. customfor 12 hours

Sources & evidence

ORD record
ord-e10eac3a51a841e9b5aef0e0dc49a2f1
Source dataset
uspto-grants-2011_01
Patent number
US07867774B2

Reaction notes

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