Methanol → HCID 15003659, compound

HRID 373456Notes

Reaction equation

HRID 373456 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[NH:9][S:10]([C:13]1[N:21]=[C:20]2[N:15]([C:16](Cl)=[N:17][C:18]([O:22][CH3:23])=[CH:19]2)[N:14]=1)(=[O:12])=[O:11].[CH3:25][OH:26].C[O-].[Na+]>C(O)(=O)C>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[NH:9][S:10]([C:13]1[N:21]=[C:20]2[N:15]([C:16]([O:26][CH3:25])=[N:17][C:18]([O:22][CH3:23])=[CH:19]2)[N:14]=1)(=[O:12])=[O:11]

Participants

5

Reactant 3

HCID 887Methanol2×HCID 10942334Sodium MethoxideHCID 15003658HCID 15003658, compound

Product 1

HCID 15003659HCID 15003659, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

N-(2,6-Dichlorophenyl)-5-chloro-7-methoxy-1,2,4-triazolo[1,5-c]pyrimidine-2-sulfonamide (0.8 g, 0.002 mol) was mixed with 25 ml of methanol and 1.34 ml of 25 percent sodium methoxide in methanol (0.006 mol) added with stirring. After 10 min 2 ml of acetic acid was added and the mixture was concentrated under reduced pressure. The residue was dissolved in methylene chloride and the solution extracted with water, dried over sodium sulfate, and concentrated under reduced pressure. The residue was mixed with carbon tetrachloride, collected by filtration, and dried to obtain 0.5 g of the title compound as an off-white powder melting at 211°-212° C.

Workup

  1. additionadded
  2. concentrationthe mixture was concentrated under reduced pressure
  3. dissolutionThe residue was dissolved in methylene chloride
  4. extractionthe solution extracted with water
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrated under reduced pressure
  7. additionThe residue was mixed with carbon tetrachloride
  8. filtrationcollected by filtration
  9. customdried

Sources & evidence

ORD record
ord-6b5c8fd074184e91be95ff3019bcedf6
Source dataset
uspto-grants-1992_11
Patent number
US05163995

Reaction notes

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