Propionic Acid → HCID 20138741, compound

HRID 494613Notes

Reaction equation

HRID 494613 reaction equation
[CH3:1][CH2:2][C:3]([OH:5])=O.[Cl:6][S:7]([N:10]=C=O)(=[O:9])=[O:8]>C1C=CC=CC=1>[C:3]([NH:10][S:7]([Cl:6])(=[O:9])=[O:8])(=[O:5])[CH2:2][CH3:1]

Participants

4

Reactant 2

HCID 1032Propionic AcidHCID 70918Chlorosulfonyl isocyanate

Product 1

HCID 20138741HCID 20138741, compoundYield 99.6%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

n-Propionic acid (0.741 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 (1.71 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-3d167ed60bfd4deb9f2fece0e6cc8ea9
Source dataset
uspto-grants-2009_05
Patent number
US07538105B2

Reaction notes

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