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Ammonium Hydroxide → 5-Chloropentanesulfonamide

HRID 742947
Notes
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Reaction equation

HRID 742947 reaction equation
[OH-].[NH4+:2].[Cl:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][S:9](Cl)(=[O:11])=[O:10]>O1CCCC1>[Cl:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][S:9]([NH2:2])(=[O:11])=[O:10]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 14923Ammonium HydroxideHCID 12589202HCID 12589202, compound

Product 1

HCID 99899625-Chloropentanesulfonamide

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

2.5 ml of a 28% aqueous solution of ammonium hydroxide were added dropwise at 0° to +5° C. under an inert gas atmosphere to a solution of 2.5 g of 5-chloropentane sulfonyl chloride (preparation described in: Bull. Soc. Chim. Belg. (1965) Vol. 74, p. 21) in 30 ml of tetrahydrofuran. The temperature was allowed to rise from 3° C. to 16° C., and the mixture was stirred at ambient temperature for 2 hours. The tetrahydrofuran was evaporated under reduced pressure and the residue was taken up in water, extracted with methylene chloride, washed with water, then with an aqueous solution of sodium chloride, dried and evaporated under reduced pressure to obtain 2.01 g of the expected product melting at 62° C.

Workup

  1. customto rise from 3° C. to 16° C.
  2. customThe tetrahydrofuran was evaporated under reduced pressure
  3. extractionextracted with methylene chloride
  4. washwashed with water
  5. dry with materialwith an aqueous solution of sodium chloride, dried
  6. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-151fbc0cea8144799d101d5a9bdd9e25
Source dataset
uspto-grants-1996_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05556845

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes