Chlorosulfonyl isocyanate → [1,1':3',1"-Terphenyl]-2'-yl(chlorosulfonyl)carbamate

HRID 1742032Notes

Reaction equation

HRID 1742032 reaction equation
[C:1]1([C:7]2[CH:12]=[CH:11][CH:10]=[C:9]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[C:8]=2[OH:19])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Cl:20][S:21]([N:24]=[C:25]=[O:26])(=[O:23])=[O:22]>C(OCC)C.CCCCCC>[C:13]1([C:9]2[CH:10]=[CH:11][CH:12]=[C:7]([C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)[C:8]=2[O:19][C:25](=[O:26])[NH:24][S:21]([Cl:20])(=[O:23])=[O:22])[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1

Participants

5

Reactant 2

HCID 70918Chlorosulfonyl isocyanateHCID 755122,6-Diphenylphenol

Product 1

HCID 10572313[1,1':3',1"-Terphenyl]-2'-yl(chlorosulfonyl)carbamate

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 8058HexaneSolvent

Procedure

A solution of 2,6-diphenyl phenol (25.0 g, 101 mmol) in 250 mL ethyl ether was added dropwise to a solution of chlorosulfonyl isocyanate (9.7 mL, 112 μmol) in 100 mL hexane at -15° C. under an atmosphere of nitrogen. The resulting white suspension was allowed to warm to room temperature over 2 hours. Concentrated in vacuo and triturated with ice cold hexane. Vacuum filtration afforded the title compound as a white solid, mp 159°-162° C.

Workup

  1. concentrationConcentrated in vacuo
  2. customtriturated with ice cold hexane
  3. filtrationVacuum filtration

Sources & evidence

ORD record
ord-d82e16d49a7f4e30a4d91712094f48c1
Source dataset
uspto-grants-1994_08
Patent number
US05336690

Reaction notes

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