Sodium hydrogen sulfide hydrate → HCID 178527998, compound

HRID 1416524Notes

Reaction equation

HRID 1416524 reaction equation
Cl[C:2]1[C:6]([C:7]23[CH2:13][N:10]4[CH2:11][CH:12]2[CH:8]3[CH2:9]4)=[N:5][S:4][N:3]=1.O.[SH2:15].[Na]>CN(C=O)C>[C:7]12([C:6]3[C:2]([SH:15])=[N:3][S:4][N:5]=3)[CH2:13][N:10]3[CH2:11][CH:12]1[CH:8]2[CH2:9]3

Participants

4

Reactant 2

HCID 53442613Sodium hydrogen sulfide hydrateHCID 53894118HCID 53894118, compound

Product 1

HCID 178527998HCID 178527998, compoundYield 58%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 1-(3-chloro-1,2,5-thiadiazol-4-yl)-4-azatricyclo[2.2.1.02,6 ]heptane (3.0 g, 14 mmol) and sodium hydrogensulfide, monohydrate (3,14 g, 42 mmol) in dry DMF (80 ml) was stirred at room temperature under nitrogen for 1 h. The solvent was evaporated. Water was added and pH adjusted by addition of 4N HCl (pH 9). The mixture was cooled on ice and the product isolated by filtration to give 1,7 g (58%) of the title compound. M.p. 205-207° C. (Compound 26).

Workup

  1. customThe solvent was evaporated
  2. additionWater was added
  3. additionpH adjusted by addition of 4N HCl (pH 9)
  4. temperatureThe mixture was cooled on ice
  5. customthe product isolated by filtration

Sources & evidence

ORD record
ord-d7628ac8be9946ae8e8c20508321feec
Source dataset
uspto-grants-1999_06
Patent number
US05914338

Reaction notes

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