K. Sriraghavan

Photo-Fries and Fries reaction of 5,8-dihydro-1-naphthyl esters

Systematic studies were performed on the photo-Fries and the Fries reaction of aliphatic, aliphatic unsaturated, aromatic and aromatic unsaturated esters of 5,8-dihydro-1-naphthol. The Fries reaction of 5,8-dihydro-1-naphthyl acetate in various solvents is also reported.

A FACILE SYNTHESIS OF N-ARYL AZIRIDINES

Reaction of N-aryl-β-amino alcohols with p-toluenesulphonyl chloride under phase transfer catalytic condition gave the corresponding N-aryl aziridines in good yields, whereas N-alkyl-β-amino alcohol [for e.g., L-ephedrine] gave the corresponding N-tosyl derivative as the major product, along with the expected N-alkyl aziridines in lower yield.

9-Hydroxy-8-iodo-4-methyl-7,8,9,10-tetrahydrobenzo[h]coumarin

In the title molecule, C 14 H 13 IO 3 , the coumarin ring system is planar and the fused cyclohexane ring adopts a half-chair conformation. The planes of the coumarin and cyclohexane rings form a dihedral angle of 8.5 (1)°. In the crystal, the hydroxyl group and the carbonyl O atom are involved in an O-H…O intermolecular hydrogen bond. The molecules are stacked at a perpendicular distance of 3.588 (8) A along the a axis.

4-Methyl-7,10-dihydrobenzo[h]coumarin and 4-Methyl-7,8,9,10-tetrahydro-8,9-epoxybenzo[h]coumarin

The coumarin rings in the title molecules, C 14 H 12 O 2 and C 14 H 12 O 3 , are planar. In the epoxide derivative, the tetrahydrobenzene ring adopts a boat conformation and the oxirane plane is nearly perpendicular to the coumarin moiety.

2-Benzoyl-1-naphthyl benzoate

The tittle compound, C 11 H 17 NO 6 P 2 , crystallizes as a racemic zwitterion in the space group Pca2 1 . The molecules are interlinked by O-H...O and N-H...O hydrogen bonds.

4-(4-Methylphenyl)-3-phenyl-4H-1,2,4-triazole

In the title compound, C 15 H 13 N 3 , the triazole ring is planar and forms dihedral angles of 35.05 (5) and 65.44(5)°, respectively, with the attached phenyl and methylphenyl rings. The crystal structure is stabilized by a number of C-H…π interactions and weak CH...N short contacts.

2-Acetyl-5,8-dihydronaphthalen-1-ol

The heavy-atom skeleton of the title molecule, C 12 H 12 O 2 , is planar to within ±0.023 (2) A and an OH...O intramolecular hydrogen bond contributes to this planarity.

2-(4-Nitroanilino)-2-phenylethanol

In the title compound, C 14 H 14 N 2 O 3 , the nitro group is twisted from coplanarity with the benzene ring by 3.8(3)°. The benzene ring is perpendicular to the phenyl ring. The molecules are packed around the threefold axis to form an infinite channel containing disordered solvent molecules. C-H...O, O-H...O and N-H...O intermolecular hydrogen bonds stabilize the crystal structure.

4‐Methyl‐7,7a,13a,14‐tetrahydrobenzo[e]pyrano[2',3':5,6]naphtho[2,3‐b][1,4]dioxin‐2‐one

In the title molecule, C 20 H 16 O 4 , the coumarin moiety is planar and both the tetrahydrobenzene and the dioxin rings adopt a half-chair conformation. The mean planes through the tetrahydrobenzene and dioxin rings form a dihedral angle of 72.8 (1)°.

Ethyl 1-(2-chlorophenyl)-4,6-dimethyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate

In the title compound, C15H17ClN2O2S, the piperazine ring adopts a half-chair conformation and the best plane through it forms a dihedral angle of 79.4 (1)° with phenyl ring. In the solid state, the molecules exist as centrosymmetrically N—H···S hydrogen-bonded dimers.