Water → 5-chloro-N-(2,2,3,3,4,4,4-heptafluorobutyl)-N-methyl-pentanesulfonamide

HRID 742952Notes

Reaction equation

HRID 742952 reaction equation
Cl.[F:2][C:3]([F:14])([C:7]([F:13])([F:12])[C:8]([F:11])([F:10])[F:9])[CH2:4][NH:5][CH3:6].C(N(CC)CC)C.[Cl:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][S:28](Cl)(=[O:30])=[O:29].O>C(Cl)Cl>[Cl:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][S:28]([N:5]([CH2:4][C:3]([F:14])([F:2])[C:7]([F:12])([F:13])[C:8]([F:9])([F:10])[F:11])[CH3:6])(=[O:30])=[O:29]

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 12589202HCID 12589202, compoundHCID 19711030N-(2,2,3,3,4,4,4-heptafluorobutyl)-N-methylamine hydrochloride

Product 1

HCID 197110325-chloro-N-(2,2,3,3,4,4,4-heptafluorobutyl)-N-methyl-pentanesulfonamideYield 101.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

500 mg of N-(2,2,3,3,4,4,4-heptafluorobutyl)-N-methylamine hydrochloride (obtained according to European Patent No. 384,842 Example 75) and then, at 0° to 5° C., 0.55 ml of triethylamine were added to a solution of 200 mg of 5-chloropentane sulfonyl chloride in 5 ml of methylene chloride, and the mixture was stirred at ambient temperature for 2 hours. Water was added and extraction was carried out with methylene chloride. The extracts were washed with water, then with a saturated aqueous solution of sodium chloride, dried and evaporated to dryness under reduced pressure to obtain 378 mg of the expected product.

Workup

  1. extractionextraction
  2. washThe extracts were washed with water
  3. dry with materialwith a saturated aqueous solution of sodium chloride, dried
  4. customevaporated to dryness under reduced pressure

Sources & evidence

ORD record
ord-cc4a513edc624cf086f8940b14efdc17
Source dataset
uspto-grants-1996_09
Patent number
US05556845

Reaction notes

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