Chloroform → HCID 20029994, compound

HRID 1721874Notes

Reaction equation

HRID 1721874 reaction equation
Cl[C:2]1[C:7]([S:8]([NH:11][C:12]([CH3:15])([CH3:14])[CH3:13])(=[O:10])=[O:9])=[CH:6][N:5]=[C:4]([S:16][CH3:17])[N:3]=1.N[C:19]1[CH:24]=[CH:23][CH:22]=[C:21]([CH3:25])[CH:20]=1.[CH:26](Cl)(Cl)Cl>>[CH3:13][C:12]([NH:11][S:8]([C:7]1[C:2]([NH:3][C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([CH3:25])[CH:20]=2)=[CH:26][C:4]([S:16][CH3:17])=[N:5][CH:6]=1)(=[O:10])=[O:9])([CH3:15])[CH3:14]

Participants

4

Reactant 3

HCID 6212ChloroformHCID 7934m-ToluidineHCID 19860404HCID 19860404, compound

Product 1

HCID 20029994HCID 20029994, compoundYield 97%

Procedure

4-Chloro-N-(1,1-dimethylethyl)-2-(methylthio)-5-pyrimidinesulfonamide (1.45 g, 4.91 mmol) was dissolved in chloroform (15 mL). m-Toluidine (1.08 mL, 10.7 mmol, 2.05x) was added, and the mixture was refluxed for 90 minutes. The reaction was cooled to ambient temperature, the chloroform removed under reduced pressure, and the residue crystallized from ethanol and water to yield 1.74 g (4.75 mmoles, 97%) of pale yellow needles, m.p. 177.5°-178° C.

Workup

  1. temperaturethe mixture was refluxed for 90 minutes
  2. customthe chloroform removed under reduced pressure
  3. customthe residue crystallized from ethanol and water

Sources & evidence

ORD record
ord-3b80806adfe34768bd80181199758a5f
Source dataset
uspto-grants-1989_08
Patent number
US04853389

Reaction notes

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