2,2-Dimethyl-3-phenyl-2H-azirene → HCID 20517773, compound

HRID 2198940Notes

Reaction equation

HRID 2198940 reaction equation
[CH3:1][C:2]1([CH3:11])[C:4]([C:5]2[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=2)=[N:3]1.CC1C=C(C=C(C)C=1N(C)C)[CH:16]=[O:17]>O1CCOCC1>[CH3:11][C:2]1([CH3:1])[N:3]=[C:4]([C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH2:16][O:17]1

Participants

4

Reactant 2

HCID 3082152,2-Dimethyl-3-phenyl-2H-azireneHCID 205177714-(Dimethylamino)-3,5-dimethylbenzaldehyde

Product 1

HCID 20517773HCID 20517773, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

2.6 g of 2,2-dimethyl-3-phenyl-2H-azirine and 2,5 g of 3,5-dimethyl-4-(dimethylamino)benzaldehyde were exposed to light for 2 hours in 300 ml of 1,4-dioxane (with the light source described in Example 2). After purification as described in Example 12 and crystallization from n-pentane, there was obtained 5-[4-dimethylamino)-3,5-xylyl]-2,2-dimethyl-4-phenyl-3-oxazoline which melted at 91°-92° C. after drying for 2 hours at 50° C. and 13 Torr.

Workup

  1. customAfter purification
  2. customas described in Example 12 and crystallization from n-pentane

Sources & evidence

ORD record
ord-e1c3518cece74a1ab46c023048f17498
Source dataset
uspto-grants-1982_11
Patent number
US04360530

Reaction notes

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