Phosgene → HCID 13092001, compound

HRID 434812Notes

Reaction equation

HRID 434812 reaction equation
[C:1](Cl)(Cl)=[O:2].Cl.[F:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[CH:13]([OH:19])[C:14](=[NH:18])[O:15]CC.O1CCCC1>C1(C)C=CC=CC=1>[F:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[CH:13]1[O:19][C:1](=[O:2])[NH:15][C:14]1=[O:18]

Participants

5

Reactant 3

HCID 6371PhosgeneHCID 8028TetrahydrofuranHCID 13091958HCID 13091958, compound

Product 1

HCID 13092001HCID 13092001, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

By the procedure of Example 3, except that a reaction time of 2 hours at room temperature was employed following the phosgene perfusion step, ethyl 1-(2-fluorophenyl)-1-hydroxymethanecarboximidate hydrochloride (14.5 g., 0.062 mole) in 500 ml. of tetrahydrofuran was converted to toluene recrystallized 5-(2-fluorophenyl)oxazolidine-2,4-dione (7.32 g., 60%; m.p. 129°-131° C.).

Workup

  1. customexcept that a reaction time of 2 hours
  2. customat room temperature
  3. customrecrystallized 5-(2-fluorophenyl)oxazolidine-2,4-dione (7.32 g., 60%; m.p. 129°-131° C.)

Sources & evidence

ORD record
ord-b29fb5eb8b8c416493ad9b73ba3e3b60
Source dataset
uspto-grants-1983_08
Patent number
US04399296

Reaction notes

Loading…