Triethylamine → HCID 18761395, compound

HRID 431669Notes

Reaction equation

HRID 431669 reaction equation
[OH:1][C:2]1[N:7]=[C:6]([CH3:8])N=[C:4]([C:9]([Cl:12])([Cl:11])[Cl:10])[N:3]=1.[CH2:13](N(CC)CC)C.[CH3:20][S:21](Cl)(=[O:23])=[O:22]>ClCCl>[CH3:20][S:21]([O:1][C:2]1[N:7]=[C:6]([CH3:13])[CH:8]=[C:4]([C:9]([Cl:12])([Cl:11])[Cl:10])[N:3]=1)(=[O:23])=[O:22]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 178433503HCID 178433503, compound

Product 1

HCID 18761395HCID 18761395, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 2-hydroxy-4-methyl-6-trichloromethyl-[1,3,5]triazine (1.14 g, 5.0 mmol; J. Amer. Chem. Soc. 1956, 78, 2447) and triethylamine (0.51 g, 5.5 mmol) in dichloromethane was added methanesulfonyl chloride (0.57 g, 5.0 mmol) at 0° C. and stirred for 1 h then quenched in saturated aqueous sodium bicarbonate. The separated organic layer was washed once with saturated sodium chloride, dried over magnesium sulfate and filtered. The filtrate was evaporated to give the title compound of Example 242, Step A as an orange oil, 0.98 g (65%) which was used directly without any further purification. MS (Cl) 291,293 (MH+).

Workup

  1. customthen quenched in saturated aqueous sodium bicarbonate
  2. washThe separated organic layer was washed once with saturated sodium chloride
  3. dry with materialdried over magnesium sulfate
  4. filtrationfiltered
  5. customThe filtrate was evaporated

Sources & evidence

ORD record
ord-0f9910d23235470580df8bc90a306f3b
Source dataset
uspto-grants-2003_12
Patent number
US06660740B1

Reaction notes

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