Chloranil → HCID 13277338, compound

HRID 1903042Notes

Reaction equation

HRID 1903042 reaction equation
[CH3:1][O:2][C:3]1[C:13]2[O:12][C:11]3[CH:14]=[CH:15][C:16]([C:18]([O:20][CH2:21][CH3:22])=[O:19])=[CH:17][C:10]=3[NH:9][CH2:8][C:7]=2[CH:6]=[CH:5][CH:4]=1.C1(Cl)C(=O)C(Cl)=C(Cl)C(=O)C=1Cl>C1(C)C(C)=CC=CC=1>[CH3:1][O:2][C:3]1[C:13]2[O:12][C:11]3[CH:14]=[CH:15][C:16]([C:18]([O:20][CH2:21][CH3:22])=[O:19])=[CH:17][C:10]=3[N:9]=[CH:8][C:7]=2[CH:6]=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 8371ChloranilHCID 33923711,12-Dihydro-4-methoxydibenz(b,f)(1,4)oxazepine-8-carboxylate

Product 1

HCID 13277338HCID 13277338, compoundYield 90.6%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

A mixture of 2 g of ethyl 10,11-dihydro-4-methoxydibenz-[b,f][1,4]oxazepine-8-carboxylate, 2 g of chloranil and 30 ml of xylene was refluxed for 3 hours, and the solvent was distilled off under vacuum. The residue was subjected to chromatography on silica gel to give 1.8 g of ethyl 4-methoxydibenz[b,f][1,4]oxazepine-8-carboxylate. The melting point and elemental analysis of the product were the same as those of a mixture with the product obtained in Example 1.

Workup

  1. temperaturewas refluxed for 3 hours
  2. distillationthe solvent was distilled off under vacuum

Sources & evidence

ORD record
ord-abda734dc1ac4de0ac44515778eb90ab
Source dataset
uspto-grants-1984_03
Patent number
US04435391

Reaction notes

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