Triethylamine → HCID 86746895, compound

HRID 1586876Notes

Reaction equation

HRID 1586876 reaction equation
[C:1]([N:9]([CH3:11])[OH:10])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH:12]([S:14](Cl)(=[O:16])=[O:15])=[CH2:13].C(N(CC)CC)C>O1CCCC1>[CH:12]([S:14]([C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[C:1]([N:9]([CH3:11])[OH:10])=[O:8])(=[O:16])=[O:15])=[CH2:13]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 371715N-Hydroxy-N-methylbenzamideHCID 5334456608-47-5

Product 1

HCID 86746895HCID 86746895, compoundYield 76.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

130 ml of tetrahydrofuran was added to a mixture of 7.6 g of N-benzoyl-N-methylhydroxylamine and 6.3 g of vinylsulfonyl chloride and a solution of 5.1 g of triethylamine in 20 ml of tetrahydrofuran was dropwise added to the mixture over 2 hours with stirring while cooling the mixture so that the temperature was maintained at 25° C. or less. The reaction was continued for additional 2 hours at a temperature ranging from 15° to 25° C. and then the same procedures used in Preparation Example 4 were repeated to give 9.2 g of o-vinylsulfonyl N-benzoyl-N-methylhydroxylamine.

Workup

  1. temperaturewhile cooling the mixture so that the temperature
  2. temperaturewas maintained at 25° C. or less
  3. customranging from 15° to 25° C.
  4. customthe same procedures used in Preparation Example 4

Sources & evidence

ORD record
ord-a9be31c6d97946c382e1179c89a3dcb7
Source dataset
uspto-grants-1993_06
Patent number
US05216105

Reaction notes

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