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REACCIONES EN LA SINTESIS DE AMOXICILINA

PREPARACION DE ANHIDRIDO MIXTO


parahidroxifenil glicina sal de dane O
O
Cloruro de pivaliol
O
O O CH3
A: Cloruro de metileno NH
B: N_Dimetilacetamida CH3
NH
CH3
CH3
+
Cl
C: Piridina O
+ K Cl
CH3 D: Acido pivalico
O
H3C CH3 HO O O
HO O Molecular Formula = C H ClO
K 5 9 CH3
Formula Weight = 120.57736
Molecular Formula = C H KNO
13 14 5 H3C CH3
Formula Weight = 303.35226
Molecular Formula = C H NO
18 23 6
Solucion de 6_APA Formula Weight = 349.37832
DISOLUCION DE 6_APA

6_APA Trietilamina
CH3 H2N S CH3
H2N S CH3 CH3
A: Cloruro de metileno CH3
CH3 + N B: Agua desionizada N -
O HN
+
N OH O
H3C CH3 CH3
O O
O Molecular Formula = C H N H3C
6 15
Formula Weight = 101.19
Molecular Formula = C H N O S Molecular Formula = C H N O S
8 12 2 3 14 27 3 3
Formula Weight = 216.25748 Formula Weight = 317.44748

REACCION DE ACILACION
O

O
CH3 H2N S CH3
CH3
HN CH3 CH3
O
+ N - +
CH Cl
2 2
O HN
O
O O CH3
O H3C
CH3
HO Molecular Formula = C H N O S
CH3 Formula Weight
14 27 3 3
= 317.44748
H3C
Molecular Formula = C H NO
18 23 6
Formula Weight = 349.37832

NH O
HO CH3 O
CH3
O HO
HN S CH3 + CH3
CH3
CH3 H3C CH3
N - +
O HN Molecular Formula = C H O
5 10 2
O Formula Weight = 102.1317
O CH3
Molecular Formula = C H N O S
27 40 4 7 H3C
Formula Weight = 564.6941
REACCIONES EN LA HIDROLISIS

NH O
HO CH3 + HCl + H2O
CH3
O
HN S CH3
CH3
CH3
N - +
O HN
O
O CH3
H3C
Molecular Formula = C H N O S AMOXICILINA TRIHIDRATO
27 40 4 7
Formula Weight = 564.6941 H2O

NH2 H2O
HO
O
HN S CH3
Molecular Formula = C H N O S CH3
16 25 3 8
Formula Weight = 419.45 N OH
O
O H2O

+
O

O O
Molecular Formula = C H O CH3
5 8 3
Formula Weight = 116.11522 CH3

+
CH3

- +
Cl HN
Molecular Formula = C H ClN
6 16 CH3
Formula Weight = 137.65094
H3C