Methanol → HCID 13072163, compound

HRID 1262792Notes

Reaction equation

HRID 1262792 reaction equation
Cl[C:2]1[N:7]=[C:6](Cl)[N:5]=[C:4]([NH:9][C:10]([NH:12][S:13]([C:16]2[CH:17]=[CH:18][CH:19]=[C:20]3[C:25]=2[N:24]=[CH:23][CH:22]=[CH:21]3)(=[O:15])=[O:14])=[O:11])[N:3]=1.[CH3:26][O-:27].[Na+].[OH2:29].[CH3:30]O>>[CH3:26][O:27][C:2]1[N:7]=[C:6]([O:29][CH3:30])[N:5]=[C:4]([NH:9][C:10]([NH:12][S:13]([C:16]2[CH:17]=[CH:18][CH:19]=[C:20]3[C:25]=2[N:24]=[CH:23][CH:22]=[CH:21]3)(=[O:15])=[O:14])=[O:11])[N:3]=1

Participants

5

Reactant 4

HCID 887MethanolHCID 962WaterHCID 10942334Sodium MethoxideHCID 13072169HCID 13072169, compound

Product 1

HCID 13072163HCID 13072163, compound

Procedure

To 1.9 g of N-[(4,6-dichloro-1,3,5-triazin-2-yl)-aminocarbonyl]-8-quinolinesulfonamide in 15 ml methanol is added 0.81 g of sodium methoxide (exotherm to 49° C.). The resultant thick suspension was stirred at room temperature for 1 hour. Water (~25 ml) is added and the mixture filtered. The aqueous phase is washed with ether and separated. The aqueous phase is cooled in an ice-water bath and acidified with concentrated hydrochloric acid. The resultant white suspension is filtered to give 0.5 g, m.p. 151°-153° C.

Workup

  1. filtrationthe mixture filtered
  2. washThe aqueous phase is washed with ether
  3. customseparated
  4. temperatureThe aqueous phase is cooled in an ice-water bath
  5. filtrationThe resultant white suspension is filtered
  6. customto give 0.5 g, m.p. 151°-153° C.

Sources & evidence

ORD record
ord-090c3f267f594ded8739db2bc0a9b5d5
Source dataset
uspto-grants-1984_06
Patent number
US04453970

Reaction notes

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