Isothiocyanic acid, 1-naphthyl

Isomerized wood rosin, 32, 2 Isonicotinic acid, 37, 7 2-Isonitrosocyclohexanone, 32, 38 Isophorone, 37, 58 ISOPHORONE OXIDE, 37, 58 Isopropyl alcohol, 31, 112 Isopropyl iodide, 30, 34 31, 33 -Isopropylphenylacetamide, 32, 94 Ji-Isopropylphenyldichlorophosphine, 31,89 ISOTHIOCYANIC ACID, 1 -NAPHTHYL ESTER,... 

Isoquinoline, 38, 59 1-METHYL-, 38, 58 Isoquinolines, 1-substituted, 38, 61 ISOTHIOCYANIC ACID, 1-NAPHTHYL ESTER, 36, 56... 

Aryl isothiocyanates can be prepared by the action of thio-phosgene on the arylamine (this reaction fails with naphthyl compounds), by fission of a 5ym-diaryIthiourea with acidic reagents (this reaction involves the loss of half the amine used), and by the decomposition of an ammonium aryldithiocar-bamate (low yields are reported for naphthyl and other compounds).The procedure described here is that of Baxter, Cymerman-Craig, Moyle, and White. ... 

Naphthylacetamide, 32, 94 a-Naphthylcyanamide, 31, 20 /3-Naphthyl ethyl ether, 32, 97 a-NAPHTHYL isothiocyanate, 36, 56 /3-Naphthyl isothiocyanate, 36, 57 -Naphthyl methyl ether, 32, 100 a-Naphthylphenylacetylene, 34, 43 a-Naphthylthiourea, 36, 56 Neophyl chloride, 32, 90 Nickel, dicyclopentadienyl-, 36, 35 Nicotinamide, 30, 3 33, 52 Nicotinic acid, 6-hydroxy-, 36, 44 Nocotinonitrile, 33, 52... 

Sample preparation Mix 300 pL of a 30 pM solution in dichloromethane with 10 pL 20 mM l-(6-methoxy-2-naphthyl)ethyl isothiocyanate in anhydrous dichloromethane and 50 pL 0.1% triethylamine in dichloromethane, vortex thoroughly, heat at 50° for 1.5 h, inject an aliquot. (Synthesize l-(6-metho -2-naphthyl)ethyl isothiocyanate as follows (protect from light). Dissolve 500 mg (S)-(+)-naproxen in 50 mL dry toluene, slowly add 5 mL freshly distilled thionyl chloride, reflux for 1 h, evaporate to dryness under vacuum, dry the acyl chloride (mp 87.5°) under vacuum over KOH for 2 days. Dissolve 0.5 mmoles acyl chloride in 5 mL acetone, stir at 0°, add 0.6 mmoles sodium azide dissolved in ice water, stir at 0° for 30 min, add 10 mL ice-cold water, filter, dry solid in a desiccator under vacuum. Dissolve the solid in 1 mL toluene or dichloromethane (dried over 3 A molecular sieve), reflux for 10 min, evaporate, store resulting isocyanate (mp 51°) under vacuum over a desiccant. Dissolve 0.5 mmole isocyanate in 5 mL acetone, add 20 mL 8.5% phosphoric acid, heat to 80° for 1.5 h, adjust to pH 13, extract with diethyl ether dichloromethane 4 1. Wash the organic layer twice with water, dry over anhydrous sodium sulfate, evaporate to dryness, dissolve in 1 mL toluene, evaporate to give the amine from... 

Reagents (I) l-(l-naphthylethyl) isocyanate (II) l-(4-dimethylamino-l-naphthyl)ethyI-amine (III) l-(4Tdimethylamino-l-naphthyI)acetic acid (IV) a-methoxy-a-methyl-l-naph-thalenecarboxylic acid (V) a-methoxy-a-trifluoromethylphenacetyl chloride (VI) carboxylic acid analog of (V) (VII) a-methoxy-4-nitrobenzylamine (VIII) acid chloride analog of (VII) (IX) camphor-10-sulfonyl chloride and (X) neomenthyl isothiocyanate. 

---