4-amino-N-methylbenzene-1-sulfonamide → 4-(2,6-diphenyl-pyrimidin-4-ylamino)-N-methyl-benzenesulfonamide

HRID 1161691Notes

Reaction equation

HRID 1161691 reaction equation
Cl[C:2]1[CH:7]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[N:5]=[C:4]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[N:3]=1.[NH2:20][C:21]1[CH:26]=[CH:25][C:24]([S:27]([NH:30][CH3:31])(=[O:29])=[O:28])=[CH:23][CH:22]=1>CCCCO>[C:14]1([C:4]2[N:3]=[C:2]([NH:20][C:21]3[CH:26]=[CH:25][C:24]([S:27]([NH:30][CH3:31])(=[O:29])=[O:28])=[CH:23][CH:22]=3)[CH:7]=[C:6]([C:8]3[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=3)[N:5]=2)[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Participants

4

Reactant 2

HCID 743684-amino-N-methylbenzene-1-sulfonamideHCID 5820414-Chloro-2,6-diphenylpyrimidine

Product 1

HCID 115824334-(2,6-diphenyl-pyrimidin-4-ylamino)-N-methyl-benzenesulfonamideYield 43%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Conditions

Temperature
30 °C

Procedure

To a solution of 4-chloro-2,6-diphenyl-pyrimidine (0.2 g, 0.75 mmol) in n-BuOH (7 mL) was added 4-amino-N-methyl-benzenesulfonamide (0.146 g, 0.78 mmol) and the mixture was stirred at reflux temperature for 72 hours under nitrogen. The mixture was then cooled to temperature in the range of 20-40° C., the solid precipitated was filtered off and dried to give the title compound (0.13 g, 43% yield).

Workup

  1. temperatureat reflux temperature for 72 hours under nitrogen
  2. customthe solid precipitated
  3. filtrationwas filtered off
  4. customdried

Sources & evidence

ORD record
ord-04bd20890e1c4e468aa760090d31814d
Source dataset
uspto-grants-2010_10
Patent number
US07820654B2

Reaction notes

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