Phosgene → HCID 13093542, compound

HRID 434849Notes

Reaction equation

HRID 434849 reaction equation
[C:1](Cl)(Cl)=[O:2].Cl.[CH2:6]([O:8][C:9]1[CH:18]=[CH:17][C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:10]=1[CH:19]([OH:25])[C:20](=[NH:24])[O:21]CC)[CH3:7].O1CCCC1>C1(C)C=CC=CC=1>[CH2:6]([O:8][C:9]1[CH:18]=[CH:17][C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:10]=1[CH:19]1[O:25][C:1](=[O:2])[NH:21][C:20]1=[O:24])[CH3:7]

Participants

5

Reactant 3

HCID 6371PhosgeneHCID 8028TetrahydrofuranHCID 20459873HCID 20459873, compound

Product 1

HCID 13093542HCID 13093542, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

By the procedure of Example 3, using a reaction time of 64 hours at room temperature following the cold phosgene perfusion, ethyl 1-(2ethoxy-1-naphthyl)-1-hydroxymethanecarboximidate hydrochloride (5.0 g., 16.1 mmoles) in 200 ml. of tetrahydrofuran was converted to toluene recrystallized 5-(2-ethoxy-1-naphthyl)oxazolidine-2,4-dione (0.57 g., m.p. 221°-224° C., m/e 271).

Workup

  1. customa reaction time of 64 hours
  2. customat room temperature
  3. customrecrystallized 5-(2-ethoxy-1-naphthyl)oxazolidine-2,4-dione (0.57 g., m.p. 221°-224° C., m/e 271)

Sources & evidence

ORD record
ord-bc8f58c134f746e2b937452f497914c4
Source dataset
uspto-grants-1983_08
Patent number
US04399296

Reaction notes

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