Phenylsulphonyl isocyanate → HCID 54293661, compound

HRID 2292628Notes

Reaction equation

HRID 2292628 reaction equation
[C:1]([C:9]1[O:10][C:11]2[C:16]([C:17](=O)[CH:18]=1)=[CH:15][CH:14]=[CH:13][CH:12]=2)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:20]1([S:26]([N:29]=C=O)(=[O:28])=[O:27])[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>C(#N)C>[C:1]([C:9]1[O:10][C:11]2[C:16]([C:17](=[N:29][S:26]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)(=[O:28])=[O:27])[CH:18]=1)=[CH:15][CH:14]=[CH:13][CH:12]=2)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 76096Phenylsulphonyl isocyanateHCID 127520732-Benzoyl-4H-1-benzopyran-4-one

Product 1

HCID 54293661HCID 54293661, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Combine 2-Benzoyl-chromone (0.17 g, 0.68 mmol) and benzenesulfonyl isocyanate (1.02 mL, 2.03 mmol) in acetonitrile (7.0 mL). Heat at reflux for 48 hours. Add methanol (5 mL) to quench the reaction. Evaporate in vacuo to obtain a solid. Recrystallize from methanol to give the title compound as a solid: mp, 159°-160° C. Elem. Anal calcd. for C22H15NO4S: C, 67.85; H, 3.88; N, 3.60. Found: C, 67.47; H, 3.70; N, 3.56.

Workup

  1. temperatureHeat
  2. temperatureat reflux for 48 hours
  3. customAdd methanol (5 mL) to quench
  4. customthe reaction
  5. customEvaporate in vacuo
  6. customto obtain a solid
  7. customRecrystallize from methanol

Sources & evidence

ORD record
ord-fac4a169dcee497a8e3d2c2e58708ded
Source dataset
uspto-grants-1997_11
Patent number
US05684017

Reaction notes

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