Ammonia → HCID 13885367, compound

HRID 1906346Notes

Reaction equation

HRID 1906346 reaction equation
[N:1]1([S:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[S:14](F)(=[O:16])=[O:15])(=[O:7])=[O:6])[CH2:4][CH2:3][CH2:2]1.[NH3:18]>C1COCC1>[N:1]1([S:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[S:14]([NH2:18])(=[O:16])=[O:15])(=[O:7])=[O:6])[CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 222Ammonia2×HCID 13885366HCID 13885366, compound

Product 1

HCID 13885367HCID 13885367, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

In a 1-l flask was placed 9.8 g. of 2-(azetidin-1-ylsulfonyl)benzenesulfonyl fluoride and 500 ml of THF. Then 9 ml of ammonia was added and the mixture was refluxed for two days. Four 25 ml portions of liquid ammonia were then added to the refluxing solution over a 48 hour period. The reaction mixture was concentrated and the residue chromatographed on silica gel (dichloroethane). The desired product was collected to give 4.9 g of a solid m.p. 121°-123° C.

Workup

  1. customIn a 1-l flask was placed
  2. temperaturethe mixture was refluxed for two days
  3. concentrationThe reaction mixture was concentrated
  4. customthe residue chromatographed on silica gel (dichloroethane)
  5. customThe desired product was collected

Sources & evidence

ORD record
ord-b4661df4c4b34930b3f74a1af7f87b47
Source dataset
uspto-grants-1987_03
Patent number
US04652304

Reaction notes

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