Phosgene → HCID 20218272, compound

HRID 235575Notes

Reaction equation

HRID 235575 reaction equation
[CH3:1][C:2]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[S:10]([NH2:13])(=[O:12])=[O:11])=[CH2:3].C(N=[C:19]=[O:20])CCC.C1N2CCN(CC2)C1.C(Cl)(Cl)=O>>[CH3:3][C:2]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[S:10]([N:13]=[C:19]=[O:20])(=[O:12])=[O:11])=[CH2:1]

Participants

5

Reactant 4

HCID 6371PhosgeneHCID 8110Butyl isocyanateHCID 9237DabcoHCID 130973872-(Prop-1-en-2-yl)benzene-1-sulfonamide

Product 1

HCID 20218272HCID 20218272, compound

Procedure

To a refluxing mixture of 2-(1-methylethenyl)benzenesulfonamide (2.6 g, 12 mmol) and n-butylisocyanate (1.4 g, 14 mmol) in 20 ml xylenes plus a trace of DABCO (ca. 20 mg) was added liquified phosgene (1.2 ml, 16 mmol) dropwise at 139°. Refluxing was continued for 2 hours, and the solvent was removed in vacuo to give an oil. The infrared spectrum of the oil product exhibited a band at 2220 cm-1 indicating the title compound which was stored as a solution in methylene chloride.

Workup

  1. temperatureRefluxing
  2. customthe solvent was removed in vacuo
  3. customto give an oil

Sources & evidence

ORD record
ord-4cf2c7a3c18d4a81a986daf05bf83d58
Source dataset
uspto-grants-1987_02
Patent number
US04640704

Reaction notes

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