Benzenesulfonic Acid → HCID 22339388, compound

HRID 1006212Notes

Reaction equation

HRID 1006212 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([N:18]2[C:23](=[O:24])[NH:22][C:21](=[O:25])[CH:20]=[N:19]2)[CH:5]=[C:6]([CH3:17])[C:7]=1[O:8][C:9]1[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[CH:11][CH:10]=1.[C:26]1([S:32](O)(=[O:34])=[O:33])[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1>CS(O)(=O)=O.O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O>[Cl:1][C:2]1[CH:3]=[C:4]([N:18]2[C:23](=[O:24])[NH:22][C:21](=[O:25])[CH:20]=[N:19]2)[CH:5]=[C:6]([CH3:17])[C:7]=1[O:8][C:9]1[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[C:11]([S:32]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)(=[O:34])=[O:33])[CH:10]=1

Participants

4

Reactant 2

HCID 7371Benzenesulfonic AcidHCID 22339732HCID 22339732, compound

Product 1

HCID 22339388HCID 22339388, compound

Reagents, catalysts & solvents 1

HCID 86584057Phosphorus Pentoxide-Methanesulfonic AcidSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of 2-{3-chloro-4-[4-methoxy-phenoxy]-5-methyl-phenyl}-2H-[1,2,4]triazine-3,5-dione (1.0 g) and benzenesulfonic acid (0.9 g) in Eaton's reagent (5 mL) was heated at 80° C. for 8 h. The reaction was poured over ice, stirred for 30 min, solids filtered, dried and flash chromatographed on silica gel (30-100% THF/hexanes) to afford the title compound of Step A, 0.66 g.

Workup

  1. additionThe reaction was poured over ice
  2. filtrationsolids filtered
  3. customdried
  4. customflash chromatographed on silica gel (30-100% THF/hexanes)

Sources & evidence

ORD record
ord-1c830ed3ccd54f98aa4b92ad7f70af36
Source dataset
uspto-grants-2004_09
Patent number
US06787652B1

Reaction notes

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