Reaction of dimethyl acetylenedicarboxylate with 2-ethyl-3-phenyl-2H-5,6-dihydro-1,2-oxazine
✍ Scribed by Goldberg, I.; Saad, D.; Shalom, E.; Shatzmiller, S.
- Book ID
- 127344032
- Publisher
- American Chemical Society
- Year
- 1982
- Tongue
- English
- Weight
- 945 KB
- Volume
- 47
- Category
- Article
- ISSN
- 0022-3263
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📜 SIMILAR VOLUMES
In the title compound, C~21~H~21~NOS, the oxazine ring is not planar and displays a half-chair conformation. The phenyl and naphthalene ring systems make a dihedral angle of 78.65 (7)°.
In the title compound, C 24 H 17 Cl 2 NO, the oxazine ring is distorted and adopts an envelope conformation. The dihedral angle between the dichlorophenyl ring and the naphthyl system is 85.30 ( 13) . An intramolecular N-HÁ Á ÁCl hydrogen bond is observed.
## Abstract Preparation of 2,3‐Dimethyl‐5,6‐dihydro‐4__H__‐1,2‐oxaziniumiodide was achieved by N‐alkylation of 3‐methyl‐5,6‐dihydro‐4__H__‐1,2‐oxazine. Reactions with C‐nucleophiles led to the corresponding N‐methyl‐perhydro‐1,2‐oxazine derivatives. Reaction with sodium hydride in triglyme led to 3