Diethyl Ether → HCID 20281687, compound

HRID 463068Notes

Reaction equation

HRID 463068 reaction equation
[C:1]([O:4][C:5]1[CH:6]=[CH:7][C:8]2[NH:13][C:12](=[O:14])[O:11][CH2:10][C:9]=2[CH:15]=1)(=[O:3])[CH3:2].S(Cl)([Cl:19])(=O)=O.CCOCC>C(O)(=O)C>[C:1]([O:4][C:5]1[CH:6]=[C:7]([Cl:19])[C:8]2[NH:13][C:12](=[O:14])[O:11][CH2:10][C:9]=2[CH:15]=1)(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 24648Sulfuryl chlorideHCID 20281830HCID 20281830, compound

Product 1

HCID 20281687HCID 20281687, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A quantity of 14.5 gm (0.07 mol) of 6-acetoxy-4H-3,1-benzoxazin-2-one (prepared from 6-hydroxy-4H-3,1-benzoxazin-2-one and acetic anhydride; m.p. 173°-175° C.) is dissolved in 150 ml of glacial acetic acid, mixed with 10.8 gm (6.5 ml=0.08 mol) of sulfuryl chloride, and stirred for 36 hours at ambient temperature. After addition of 30 ml of ether, the mixture is cooled to 0° C., and the precipitate is subjected to suction filtration, washed with ether, and dried.

Workup

  1. temperaturethe mixture is cooled to 0° C.
  2. filtrationthe precipitate is subjected to suction filtration
  3. washwashed with ether
  4. customdried

Sources & evidence

ORD record
ord-4946d7d490c742e29c7f365d97d69335
Source dataset
uspto-grants-1985_05
Patent number
US04518597

Reaction notes

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