Water → HCID 15180168, compound

HRID 1289696Notes

Reaction equation

HRID 1289696 reaction equation
C(S)CCC.[H-].[Na+].Cl[C:9]1[C:13]([C:14]2[CH:15]=[N:16][CH:17]=[CH:18][CH:19]=2)=[N:12][S:11][N:10]=1.O>O1CCCC1>[S:11]1[N:10]=[CH:9][C:13]([C:14]2[CH:15]=[N:16][CH:17]=[CH:18][CH:19]=2)=[N:12]1

Participants

6

Reactant 4

HCID 962WaterHCID 8012ButanethiolHCID 24758Sodium hydrideHCID 104881643-Chloro-4-(pyridin-3-yl)-1,2,5-thiadiazole

Product 1

HCID 15180168HCID 15180168, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Conditions

Temperature
-10 °C

Procedure

To a solution of 1-butanethiol (2.7 g, 30 mmol) and sodium hydride (1.2 g, 30 mmol) in dry tetrahydrofuran was added a solution of 3-(3-chloro-1,2,5-thiadiazol-4-yl)pyridine (1.2 g, 6 mmol) in dry tetrahydrofuran. The reaction mixture was stirred at -10° C. for 0.5 h. Water was added and the mixture was extracted with ether. The ether phase was dried and evaporated. The residue was purified by column chromatography (SiO2, eluent: ethyl acetate/methylene chloride (1:1)) to give the title compound.

Workup

  1. extractionthe mixture was extracted with ether
  2. dry with materialThe ether phase was dried
  3. customevaporated
  4. customThe residue was purified by column chromatography (SiO2, eluent: ethyl acetate/methylene chloride (1:1))

Sources & evidence

ORD record
ord-131dbf20ebe84b838de04d2239441a7f
Source dataset
uspto-grants-1998_05
Patent number
US05750541

Reaction notes

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