HCID 21394477, compound → HCID 21394488, compound

HRID 460775Notes

Reaction equation

HRID 460775 reaction equation
[CH3:1][C:2]1([CH3:12])[CH2:7][S:6](=[O:9])(=[O:8])[CH2:5][C:4]([CH3:11])([CH3:10])[NH:3]1.[Cl:13][O-].[Na+]>O.Cl>[Cl:13][N:3]1[C:2]([CH3:12])([CH3:1])[CH2:7][S:6](=[O:9])(=[O:8])[CH2:5][C:4]1([CH3:11])[CH3:10]

Participants

5

Reactant 2

HCID 21394477HCID 21394477, compoundHCID 23665760Sodium Hypochlorite

Product 1

HCID 21394488HCID 21394488, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 962WaterSolvent

Conditions

Temperature
0 °C

Procedure

19.1 g (0.1 mole) of 2,2,6,6-tetramethyl-1-aza-4-thiacyclohexane 4,4-dioxide is dissolved in 100 ml of water and 10 ml of 10N hydrochloric acid. The resulting solution is cooled to 0° C and within 90 minutes an addition made dropwise at between 0° and 5° C, with stirring, of 125 ml of a freshly prepared sodium hypochlorite solution (36 g of sodium hydroxide is dissolved in 300 ml of water, and at 0° C24 g of chlorine introduced). The reaction mixture is further stirred for 10 minutes at 0°-5° C; the precipitate is filtered off with suction, washed with water, dried, and crystallised from ligroin to yield 1-chloro-2,2,6,6-tetramethyl-1-aza-4-thiacyclohexane-4,4-dioxide (13) as colourless crystals, M.P. 163° C.

Workup

  1. additionan addition
  2. custommade dropwise at between 0° and 5° C
  3. filtrationthe precipitate is filtered off with suction
  4. washwashed with water
  5. customdried
  6. customcrystallised from ligroin

Sources & evidence

ORD record
ord-25c4dba07df44bef87a90765ab4d74b0
Source dataset
uspto-grants-1977_12
Patent number
US04061631

Reaction notes

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