Compounds derived from aminoacetic acids
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C8H9NO2
mol.wt. 151.17
Syntheses
OH COCH2NH2
-Obtained by treatment of 3-nitro-4-hydroxycoumarin — m.p. 177° (d) — with refluxing in a mixture of 58% hydriodic acid solution and acetic acid for 15 min. The iodine produced during the reaction was reduced with hypophosphorous acid [664]. -Also refer to: [572] [1426].
2-Amino-1-(2-hydroxyphenyl)ethanone (Hydrochloride) C8H9NO2, HCl
mol.wt. 187.63
Synthesis
OH COCH 2 NH2, HCl
-Preparation by treatment of 3-nitro-4-hydroxycoumarin — m.p. 177° (d) — with refluxing in a mixture of 58% hydriodic acid solution and acetic acid for 15 min. The iodine produced during the reaction was reduced with hypophosphorous acid. Then, recrystallisation of the obtained base from concentrated hydrochloric acid (66%) [664]. m.p. 229-230° [664]. 2-Amino-1-(3-hydroxyphenyl)ethanone [90005-54-2]
C8H9NO2
mol.wt. 151.17
Syntheses
OH
COCH2NH2
-Obtained by adding ammonia to an aqueous solution of its hydrochloride (63%) [226]. -Also refer to: [219] [220] [355] [572] [850]. m.p. 217-220° [220], 215-235° [226].
2-Amino-1-(3-hydroxyphenyl)ethanone (Hydrochloride) [14665-75-9]
C8H9NO2, HCl
mol.wt. 187.63
Syntheses
OH
COCH 2 NH2, HCl [226], for 2 h (80%) [220];
-Preparation by hydrolysis of m-(benzoyloxy)-α-aminoacetophenone hydrochloride (SM) (m.p. 202-205°) [220], (m.p. 206°) [226], *with refluxing 10% hydrochloric acid (quantitative yield)
98
HYDROXYACETOPHENONES
*with 37% hydrochloric acid in chlorobenzene at 90° for 3 h (90%) [355]. SM was obtained by reaction of hexamethylenetetramine with m-(benzoyloxy)-α-bromoacetophenone (m.p. 162°) in ethanol in the presence of 37% hydrochloric acid for 6 h at r.t. (75%) [355]. -Also obtained by hydrolysis of 3,6-bis(3-hydroxyphenyl)-2,5-dihydropyrazine in aqueous suspension with hydrochloric acid at r.t. [1047]. -Also obtained by reaction of 3-acetoxy-α-bromoacetophenone (m.p. 71-72°) with hexamethylenetetramine in chloroform, followed by acetoxy group elimination in the obtained compound with hydrochloric acid [1270]. -Also obtained by reaction of 3-hydroxy-α-iodoacetophenone with hexamethylenetetramine, followed by transformation of the obtained iodo derivative (m.p. 138-139°) into hydrochloride salt [1269]. -Also refer to: [219]. m.p. 221-222° [1047] [1269] [1270], 219-220° [226], 218-220° (d) [355], 217-220° [220]. 2-Amino-1-(4-hydroxyphenyl)ethanone [77369-38-1] OH
C8H9NO2
mol.wt. 151.17
Syntheses
-Obtained by oxidation of the biogenic amine 1-(4-hydroxyphenyl)-2-aminoethanol at high pH [929]. -Also obtained by hydrogenation of p-hydroxyisonitrosoacetophenone — so called p-hydroxy-α-(hydroximino)COCH2NH2 acetophenone — over Pd/C in acetic acid at a temperature < 60° (91%) [1426]. -Also obtained from the corresponding hydrochloride aqueous solution with ammonia [963]. -Also refer to: [327] [572] [689] [865] [1035] [1505]. N.B.: For the acetate [172417-70-8], refer to: [1504] [1505]; pKB [555]. 2-Amino-1-(4-hydroxyphenyl)ethanone (Hydrochloride) [19745-72-3] OH
C8H9NO2, HCl
mol.wt. 187.63
Syntheses
-Preparation by treatme
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