3-aryloxy

Benzothiazole, 2-amino-6-thiocyanato-azo dyes from, 1, 328 Benzothiazole, 2-aryl-synthesis, 6, 321 Benzothiazole, 2-arylamino-synthesis, 6, 323 Benzothiazole, 2-aryloxy-Fries rearrangement, 6, 289 Benzothiazole, 2-benzyl-picrate, 6, 252 Benzothiazole, 2-chloro-dyes from, 1, 321-322 synthesis, 6, 323 Benzothiazole, 2,3-dihydro-oxidation, 6, 272 Benzothiazole, 2-dimethylamino-synthesis, 5, 128... 

Aryloxy, hydroxy arylsulfonyloxy, and phosphoryloxy. The 4-toluenesulfonyloxy and 4-nitrophenyloxy groups approximate the chloro group in replaceability in benzene derivatives. The former appears to be less reactive than chloro toward hydroxide on quinoline and -phenoxy on pyrimidine is relatively unreactive toward sulfanilamide anion or ammonia. On cinnoline, quinazoline, or quinoline, a 4-phenoxy group is less reactive than a chloro group. 

Aryloxy-9,10-dimethoxy-6,7-dihydro-4//-pyrimido[6,1 -a]isoquinolin-4-ones formed in the reaction of 2-chloro derivative and phenols in the presence of K2CO3 in DMF at 90 °C for 2. 5 h or in boiling 2-PrOH for 6-24 h (00MIP20). When 2-isobutylphenol was used the reaction was carried out in the presence of BuLi in THF at —78 °C. 

Arylimino-2,3,6,7-tetrahydro- (00MIP19) and 2-aryloxy-6,7-dihydro-4//-pyrimido[6,1-a]isoquinolin-4-ones (00MIP20) were patented as PDE inhibitors and as useful agents for treatment of respiratory disorders, respectively. 

Alkoxy-tetrahydro- 431 2-Aryloxy-tetrahydro- 431 2-Benzylamino-tetrahydro- 436... 

Aryloxy-l,2-diarylethanones can be cyclodehydrated to diarylbenzofurans by heating with sodium acetate and acetic anhydride in polyphosphoric acid. Quenching the hot reaction mixture with water leads to initially violent acid-catalysed hydrolysis of the excess anhydride. 

Die Umwandlung von Phenolen in Anilin-Derivate gelingt durch O-Substitution (in zwei Stufen) zu 2-Aryloxy-2-methyl-propansaure-amiden, deren Smiles-Umlagerung mittels Natriumhydrid in Phosphorsaure-tris-[dimethylamid] zu 2-Hydroxy-2-methyl-propansau-re-arylamiden und saure Hydrolyse dieser Amide, wie hier fur die Synthese von 4-Amino-1-benzothiophen gezeigt2 ... 

A number of racemic 2-aryloxy-1-propanols 8 have been resolved by Pseudomonas sp. lipase (Amano AK)-catalyzed acylation in diisopropyl ether (DIPE) at 25 °C (Scheme 4.9) [46]. Because an oxygen atom is directly attached to the stereogenic center, the selection rule described in Figure 4.3 does not hold. 

The 2-alkyl and 2-aryl derivatives are best prepared by the reaction between 1,3,5-triazine and an imidate or amidine (see Section 2.20.3.1.2). 2-Amino-l,3,5-triazines may be prepared efficiently by (a) treatment of 1,3,5-triazine with 1-amidinopyrazole (see Section 2.20.3.1) (b) condensation of triformidomethane and a formylguanidine (see Section 2.20.4.3.3). 2-Aryloxy derivatives are produced by hydrogenation of the corresponding dichloro-l,3,5-triazine derivative (see Section 2.20.3.12). 

Configurational and conformational analysis of these isomeric 2-aryloxy-2-oxo-trans-5,6-tetramethylene-l,3,2-dioxaphosphorinanes... 

NMR studies of 4,6-bis- and 2,4,6-tris-(MA-dialkylamino)-l, 3,5-triazines show correlated rotations of the alkyl groups in the dialkylamino substituents. Unsymmetrical 2-chloro-, 2-alkoxy- and 2-aryloxy-4,6-bis-(di-/i-alkylamino)-l,3,5-triazines show two non-equivalent n-alkyl groups due to restricted rotation [95JCS(P2)785]. Calculations of the favoured conformations of 2-[A-(hydroxymethyl)-ALmethyl]-4,6-bis-dimethylamino-l,3,5-triazine using MNDO and PM3 methods have also been made [95JCS(P2)469]. 

The phenoxypropionic acid herbicides (Chapter 31) rely on an SN2 reaction to convert the S-2-chloropropionic acid (1) to the ff-2-aryloxy derivative 2.3 These compounds are also available from lactic acid by substitution reactions -lactic acid (3) requires two inversions, whereas S-lactate (4) only requires one (Schemes 22.2 and 22.3).4... 

The condensation of ketene-S,S-hemiacetal 29 with aryl cyanates leads to 2-aryloxy-TA 30 (85ZC430) (Scheme 5). 

Alkoxy- or 2-aryloxy-5,6-dihydro-TAs 106 may be obtained in two ways—from 3-iodopropionic acid (1891CB3848) and from acryloyl halides (89USP4839356—by the action of a thiocarbamate (Scheme 35). 

The reactions of 2-aryloxy- or 2-chloro-TAs 30 and 238 with amines do not give recyclization products. The interaction proceeds as a nucleophilic substitution to give 2-amino derivatives 237. The action of the second mole of amines affords open-chain products 239 (85ZC430) and 240 (77LA1249), which are formed by nucleophilic attack at the 2 or 4 position of heterocycles 237 (R2 = H, R3 = CN, R5 = SMe) and 237 (R3 = R4 = H), respectively (Scheme 93). 

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