N,N-Dimethylcyclohexylamine → HCID 13246819, compound

HRID 2418131Notes

Reaction equation

HRID 2418131 reaction equation
[C:1]1([CH2:7][CH2:8][CH2:9][CH2:10][OH:11])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.CN(C1CCCCC1)C.Cl[C:22]1[N:27]([CH3:28])[S:26](=[O:30])(=[O:29])[N:25]=[C:24]([O:31][CH3:32])[N:23]=1>C(Cl)Cl>[CH3:28][N:27]1[S:26](=[O:30])(=[O:29])[N:25]=[C:24]([O:31][CH3:32])[N:23]=[C:22]1[O:11][CH2:10][CH2:9][CH2:8][CH2:7][C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 7415N,N-DimethylcyclohexylamineHCID 76889BenzenebutanolHCID 1571952H-1,2,4,6-Thiatriazine, 3-chloro-5-methoxy-2-methyl-, 1,1-dioxide

Product 1

HCID 13246819HCID 13246819, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 27 parts of 4-phenyl-n-butanol with 23 parts of N,N-dimethylcyclohexylamine, and 31.7 parts of 5-chloro-6-methyl-3-methoxy-6H-1,2,4,6-thiatriazine-1,1-dioxide, were added side by side, in the course of 15 minutes, to 250 parts of methylene chloride at from 10° to 15° C., while stirring. Stirring was continued for one hour at room temperature, after which the reaction mixture was washed with 1N hydrochloric acid and with 10% strength sodium carbonate solution, and dried over magnesium sulfate. After evaporating down under reduced pressure, 40 parts of the 6-methyl-3-methoxy-5-(4-phenylbutoxy)-6H-1,2,4,6-thiatriazine-1,1-dioxide of melting point 74°-78° C. were obtained.

Workup

  1. additionwere added side by side
  2. washafter which the reaction mixture was washed with 1N hydrochloric acid and with 10% strength sodium carbonate solution
  3. dry with materialdried over magnesium sulfate
  4. customAfter evaporating down under reduced pressure, 40 parts of the 6-methyl-3-methoxy-5-(4-phenylbutoxy)-6H-1,2,4,6-thiatriazine-1,1-dioxide of melting point 74°-78° C.
  5. customwere obtained

Sources & evidence

ORD record
ord-79d2bad0cfca41a9a4ba7be919797062
Source dataset
uspto-grants-1984_09
Patent number
US04472191

Reaction notes

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