Pentanoic Acid → HCID 59773977, compound

HRID 494610Notes

Reaction equation

HRID 494610 reaction equation
[C:1]([OH:7])(=O)[CH2:2][CH2:3][CH2:4][CH3:5].[Cl:8][S:9]([N:12]=C=O)(=[O:11])=[O:10]>C1C=CC=CC=1>[C:1]([NH:12][S:9]([Cl:8])(=[O:11])=[O:10])(=[O:7])[CH2:2][CH2:3][CH2:4][CH3:5]

Participants

4

Reactant 2

HCID 7991Pentanoic AcidHCID 70918Chlorosulfonyl isocyanate

Product 1

HCID 59773977HCID 59773977, compoundYield 100.2%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

n-Pentanoic acid (1.02 g, 10 mmol) was added slowly dropwise to chlorosulfonyl isocyanate (1.42 g, 10 mmol), with ice/water bath cooling as required to maintain gentle gas evolution. After the addition was complete, the residue was taken up in benzene (10 mL) and the mixture concentrated in vacuo to provide the title compound(2.0 g, quantitative) as a crystalline, hygroscopic solid.

Workup

  1. temperaturecooling
  2. temperatureto maintain gentle gas evolution
  3. additionAfter the addition
  4. concentrationthe mixture concentrated in vacuo

Sources & evidence

ORD record
ord-928f8c8c5b964d99bdaa00c9896acdd5
Source dataset
uspto-grants-2009_05
Patent number
US07538105B2

Reaction notes

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