Hydrochloric Acid → HCID 70594093, compound

HRID 1448784Notes

Reaction equation

HRID 1448784 reaction equation
Cl[CH2:2][C:3]1[CH:7]=[CH:6][S:5][C:4]=1[S:8]([NH:11][CH3:12])(=[O:10])=[O:9].[C-:13]#[N:14].[K+].Cl>C(O)COCCOCCO>[C:13]([CH2:2][C:3]1[CH:7]=[CH:6][S:5][C:4]=1[S:8]([NH:11][CH3:12])(=[O:10])=[O:9])#[N:14]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 9032Potassium CyanideHCID 16639907HCID 16639907, compound

Product 1

HCID 70594093HCID 70594093, compound

Reagents, catalysts & solvents 1

HCID 8172Triethylene GlycolSolvent

Procedure

7.9 g (32.7 mmol) of 3-chloromethyl-2-N-methylthiophenesulfonamide and 4.7 g (72 mmol) of potassium cyanide are heated to 80° C. for 15 minutes in 40 ml of triethyleneglycol. Thereafter, the mixture is poured into 100 ml of 2-N hydrochloric acid and 50 g of ice and extracted with three 200 ml portions of methylene chloride. The combined organic phases are dried over sodium sulfate, stirred with 1 g of active carbon, filtered and evaporated to give a noncrystallizing oil. There is obtained 3-cyanomethyl-2-N-methylthiophenesulfonamide.

Workup

  1. extractionextracted with three 200 ml portions of methylene chloride
  2. dry with materialThe combined organic phases are dried over sodium sulfate
  3. filtrationfiltered
  4. customevaporated
  5. customto give a noncrystallizing oil

Sources & evidence

ORD record
ord-3c95059cb0ad421e8ba577044c51322e
Source dataset
uspto-grants-1980_02
Patent number
US04187303

Reaction notes

Loading…