Santonox → N-(1-methylethyl)-3-(3-methoxyphenyl)-2-oxiranecarboxamide

HRID 435493

Reaction equation

HRID 435493 reaction equation
[CH3:1][CH:2]([NH:4][C:5]([C:7](=O)C=CC1C=CC=C(OC)C=1)=[O:6])[CH3:3].Cl[C:20]1[CH:25]=[CH:24][CH:23]=[C:22]([C:26]([O:28]O)=O)[CH:21]=1.S(C1C(C)=CC(O)=C(C(C)(C)C)C=1)C1C(C)=C[C:34]([OH:41])=C(C(C)(C)C)C=1>C(Cl)CCl>[CH3:1][CH:2]([NH:4][C:5]([CH:7]1[CH:26]([C:22]2[CH:23]=[CH:24][CH:25]=[C:20]([O:41][CH3:34])[CH:21]=2)[O:28]1)=[O:6])[CH3:3]

Participants

5

Reactant 3

HCID 7308SantonoxHCID 70297m-Chloroperbenzoic acidHCID 54220101N-(1-methylethyl)-3-methoxycinnamoylcarboxamide

Product 1

HCID 20490547N-(1-methylethyl)-3-(3-methoxyphenyl)-2-oxiranecarboxamide

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

This compound was prepared from N-(1-methylethyl)-3-methoxycinnamoylcarboxamide (43.9 g.), m-chloroperbenzoic acid (46 g.), 4,4'-thiobis(6-tert-butyl-m-cresol) (0.6 g.), and ethylene dichloride (500 ml.) as described in Example 7. The compound obtained as an oil was used directly in the subsequent reaction.

Workup

  1. customThe compound obtained as an oil
  2. customwas used directly in the subsequent reaction

Sources & evidence

ORD record
ord-944e9dd7c06e493285cdae4775af0b8b
Source dataset
uspto-grants-1983_08
Patent number
US04401832

Linked notes

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