2-Phenylethanol → HCID 13246818, compound

HRID 2418129Notes

Reaction equation

HRID 2418129 reaction equation
[C:1]1([CH2:7][CH2:8][OH:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(N(CCC)CCC)CC.Cl[C:21]1[N:26]([CH3:27])[S:25](=[O:29])(=[O:28])[N:24]=[C:23]([O:30][CH3:31])[N:22]=1>ClCCCl>[CH3:27][N:26]1[S:25](=[O:29])(=[O:28])[N:24]=[C:23]([O:30][CH3:31])[N:22]=[C:21]1[O:9][CH2:8][CH2:7][C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 60542-PhenylethanolHCID 7616TripropylamineHCID 1571952H-1,2,4,6-Thiatriazine, 3-chloro-5-methoxy-2-methyl-, 1,1-dioxide

Product 1

HCID 13246818HCID 13246818, compound

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

22 parts of 2-phenylethanol and 26.8 parts of tri-n-propylamine were added, in the course of 10 minutes, to 31.7 parts of 5-chloro-6-methyl-3-methoxy-6H-1,2,4,6-thiatriazine-1,1-dioxide in 200 parts of 1,2-dichloroethane at from 0° to 5° C., while stirring. Stirring was continued for 15 minutes at room temperature, after which the reaction solution was washed successively with 1N hydrochloric acid, with 0.5N sodium hydroxide solution and with water, dried over magnesium sulfate and chromatographed over neutral aluminum oxide. After evaporating down under reduced pressure, 36 parts (81% of theory) of 6-methyl-3-methoxy-5-(2-phenylethoxy)-6H-1,2,4,6-thiatriazine-1,1-dioxide of melting point 74°-77° C. were obtained.

Workup

  1. stirringStirring
  2. washafter which the reaction solution was washed successively with 1N hydrochloric acid, with 0.5N sodium hydroxide solution and with water
  3. dry with materialdried over magnesium sulfate
  4. customchromatographed over neutral aluminum oxide
  5. customAfter evaporating down under reduced pressure, 36 parts (81% of theory) of 6-methyl-3-methoxy-5-(2-phenylethoxy)-6H-1,2,4,6-thiatriazine-1,1-dioxide of melting point 74°-77° C.
  6. customwere obtained

Sources & evidence

ORD record
ord-46e89f9880464a1a8e1a25084a8f9963
Source dataset
uspto-grants-1984_09
Patent number
US04472191

Reaction notes

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