1-Propanol → HCID 178458112, compound

HRID 1066441Notes

Reaction equation

HRID 1066441 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][C:3]=1[C:9]1[N:14]=[CH:13][N:12]=[C:11](Cl)[N:10]=1.[CH2:16]([OH:19])[CH2:17][CH3:18].CS(O)(=O)=O>C1(C)C=CC=C(C)C=1>[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][C:3]=1[C:9]1([O:19][CH2:16][CH2:17][CH3:18])[N:10]=[C:11]([C:3]2[CH:4]=[CH:5][C:6]([CH3:8])=[CH:7][C:2]=2[CH3:1])[N:12]=[CH:13][NH:14]1

Participants

5

Reactant 3

HCID 10311-PropanolHCID 6395Methanesulfonic AcidHCID 22475984HCID 22475984, compound

Product 1

HCID 178458112HCID 178458112, compound

Reagents, catalysts & solvents 1

HCID 7929M-XyleneSolvent

Conditions

Temperature
90 °C

Procedure

A 500 mL round-bottomed flask fitted with a condenser, a magnetic stirrer and a nitrogen atmosphere is charged with 5.48 g (0.0169 mol) of 4,6-bis-(2,4-dimethylphenyl-2-chloro-s-triazine, 10.2 g (0.169 mol) of n-propanol, 2,37 g (0.0246 mol) of methane-sulfonic acid and 25 mL of m-xylene. The mixture is stirred at 90° C. for one hour. The mixture is then allowed to cool to room temperature and vacuum filtered through a plug of silica gel which is subsequently washed with 95:5 heptane:ethyl acetate. The combined organic layers are vacuum filtered through another plug of silica gel. The solvent is removed under reduced pressure to afford 3.31 g of the title compound as off-white crystals melting at 86-88° C.

Workup

  1. customA 500 mL round-bottomed flask fitted with a condenser, a magnetic stirrer
  2. temperatureto cool to room temperature
  3. filtrationvacuum filtered through a plug of silica gel which
  4. washis subsequently washed with 95:5 heptane
  5. filtrationfiltered through another plug of silica gel
  6. customThe solvent is removed under reduced pressure

Sources & evidence

ORD record
ord-c2ddea4917cf451984bf5e47bdd93558
Source dataset
uspto-grants-2001_06
Patent number
US06242598B1

Reaction notes

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