Water → HCID 15180168, compound

HRID 1600267Notes

Reaction equation

HRID 1600267 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 etherphase 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. customThe etherphase was dried
  3. customevaporated
  4. customThe residue was purified by column chromatography (SiO2, eluent

Sources & evidence

ORD record
ord-94fa9a6ca72f46f8b8a8c1102a7c67ca
Source dataset
uspto-grants-1998_04
Patent number
US05744489

Reaction notes

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