Conditions | Yield |
---|---|
Stage #1: erythromycin In acetone at 35℃; pH=8.5; Stage #2: sodium thiocyanide In acetone Concentration; pH-value; Temperature; Solvent; | 85.1% |
Stage #1: erythromycin With LACTIC ACID; water at 5 - 40℃; Stage #2: sodium thiocyanide In water at -15 - 10℃; Product distribution / selectivity; | |
Stage #1: erythromycin In acetone at 35℃; pH=8.5; Stage #2: sodium thiocyanide In acetone | 85.1 %Chromat. |
Conditions | Yield |
---|---|
Stage #1: erythromycin lactate In acetone at 40℃; pH=9; Stage #2: ammonium thiocyanate In acetone pH-value; | 84.9% |
Conditions | Yield |
---|---|
Stage #1: erythromycin lactate In acetone at 40℃; pH=9.0; Stage #2: ammonium thiocyanate In acetone at 45℃; pH-value; Reagent/catalyst; | 84.9 %Chromat. |
Conditions | Yield |
---|---|
With sodium hydroxide In methanol at 40℃; pH=9-9.8; | 99.33% |
With ammonia In dichloromethane; water at 25 - 35℃; | |
In dichloromethane; water at 37℃; pH=12; Product distribution / selectivity; | |
With ammonia In water at 35 - 70℃; for 1.5h; Reagent/catalyst; | 106 g |
erythromycin A thiocyanate
erythromycin A oxime thiocyanate
Conditions | Yield |
---|---|
Stage #1: erythromycin thiocyanate A With hydroxylamine hydrochloride In ethanol at 20℃; for 0.5h; Large scale; Stage #2: With pyridine In ethanol at 20℃; for 3h; Reflux; Large scale; | 95% |
With hydroxylamine hydrochloride; triethylamine In methanol at 30 - 55℃; for 52h; pH=6.3 - 6.7; |
erythromycin A thiocyanate
erythromycin-hydrazone
Conditions | Yield |
---|---|
With hydrazine hydrate In methanol at 60 - 70℃; for 12h; Temperature; Solvent; | 94.3% |
erythromycin A thiocyanate
Conditions | Yield |
---|---|
Stage #1: erythromycin thiocyanate A With ammonia In dichloromethane; water at 25℃; Stage #2: With hydroxylamine hydrochloride; triethylamine In methanol at 20 - 55℃; for 25.1667h; Heating / reflux; Stage #3: With sodium hydroxide; ammonia; sodium hydrogencarbonate; acetic acid; p-toluenesulfonyl chloride more than 3 stages; | 90% |
erythromycin A thiocyanate
caprylohydroxamic acid
9-deoxo-6-deoxy-6,9-epoxy-9,9a-didehydro-9a-aza-homoerythromycin A
Conditions | Yield |
---|---|
Stage #1: erythromycin thiocyanate A; caprylohydroxamic acid In acetonitrile at 20℃; for 0.166667h; Stage #2: With sulfuric acid In dimethyl sulfoxide; acetone at 80℃; for 16h; Concentration; Temperature; Reagent/catalyst; Solvent; | 90% |
erythromycin A thiocyanate
Conditions | Yield |
---|---|
With hydroxylamine hydrochloride; ammonium bicarbonate In methanol at -10 - 80℃; pH=6 - 7; |
erythromycin A thiocyanate
(9-E)-deoxo-9-hydroximinoerythromycin A
Conditions | Yield |
---|---|
With hydroxylamine hydrochloride In dichloromethane at 20℃; for 1.5h; pH=7; Beckmann Rearrangement; | |
With hydroxylamine hydrochloride; ammonium bicarbonate; sodium iodide In methanol at 56 - 60℃; Reagent/catalyst; | 89 g |
erythromycin A thiocyanate
9-deoxo-6-deoxy-6,9-epoxy-9,9a-didehydro-9a-aza-homoerythromycin A
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: hydroxylamine hydrochloride / dichloromethane / 1.5 h / 20 °C / pH 7 2: sodium hydrogencarbonate; p-toluenesulfonyl chloride / dichloromethane / 1.5 h / 20 °C View Scheme |
erythromycin A thiocyanate
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: hydroxylamine hydrochloride / dichloromethane / 1.5 h / 20 °C / pH 7 2: sodium hydrogencarbonate; p-toluenesulfonyl chloride / dichloromethane / 1.5 h / 20 °C 3: potassium borohydride / dichloromethane; chloroform / 4.5 h / 20 °C View Scheme |
erythromycin A thiocyanate
Zithromax(R)
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: hydroxylamine hydrochloride / dichloromethane / 1.5 h / 20 °C / pH 7 2: sodium hydrogencarbonate; p-toluenesulfonyl chloride / dichloromethane / 1.5 h / 20 °C 3: potassium borohydride / dichloromethane; chloroform / 4.5 h / 20 °C 4: formic acid / chloroform / 9 h / Reflux View Scheme | |
Multi-step reaction with 4 steps 1.1: hydroxylamine hydrochloride; triethylamine / methanol / 52 h / 30 - 55 °C / pH 6.3 - 6.7 2.1: sodium hydrogencarbonate; p-toluenesulfonyl chloride / acetone / 4 h / 0 - 10 °C 3.1: phosphoric acid; potassium borohydride / water / 8 h / 0 - 5 °C / pH 7 - 9 3.2: 3 h / 0 - 5 °C / pH 2.5 - 3 4.1: formic acid / acetone / 4 h / 30 - 55 °C View Scheme |
erythromycin A thiocyanate
Conditions | Yield |
---|---|
With hydroxylamine hydrochloride; acetic acid; triethylamine In methanol; water at 55℃; for 24h; pH=6.5 - 6.9; pH-value; | 133.6 g |
erythromycin A thiocyanate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: hydroxylamine hydrochloride; triethylamine / methanol / 52 h / 30 - 55 °C / pH 6.3 - 6.7 2: sodium hydrogencarbonate; p-toluenesulfonyl chloride / acetone / 4 h / 0 - 10 °C View Scheme |
erythromycin A thiocyanate
9-Deoxo-9a-aza-9a-homoerythromycin A
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: hydroxylamine hydrochloride; triethylamine / methanol / 52 h / 30 - 55 °C / pH 6.3 - 6.7 2.1: sodium hydrogencarbonate; p-toluenesulfonyl chloride / acetone / 4 h / 0 - 10 °C 3.1: phosphoric acid; potassium borohydride / water / 8 h / 0 - 5 °C / pH 7 - 9 3.2: 3 h / 0 - 5 °C / pH 2.5 - 3 View Scheme |
EINECS: 231-723-1
Molecular Formula: C38H68N2O13S
Molecular Weight: 793.02
Flash Point: 488.5 °C
Enthalpy of Vaporization: 145.96 kJ/mol
Boiling Point: 884.1 °C at 760 mmHg
Structure of Erythromycin thiocyanate (CAS NO.7704-67-8):
IUPAC Name: (2R,3R,4S,5R,8R,9S,10S,11R,12R,14R)-11-[(2S,3R,4S,6R)-4-(Dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-5-ethyl-3,4,12-trihydroxy-9-[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy-2,4,8,10,12,14-hexamethyl-6-oxacyclotetradecane-1,7-dione ; Thiocyanic acid
Canonical SMILES: CCC1C(C(C(C(=O)C(CC(C(C(C(C(C(=O)O1)C)OC2CC(C(C(O2)C)O)(C)OC)C)OC3C(C(CC(O3)C)N(C)C)O)(C)O)C)C)O)(C)O.C(#N)S
Isomeric SMILES: CC[C@@H]1[C@@]([C@@H]([C@H](C(=O)[C@@H](C[C@@]([C@@H]([C@H]([C@@H]([C@H](C(=O)O1)C)O[C@H]2C[C@@]([C@H]([C@@H](O2)C)O)(C)OC)C)O[C@H]3[C@@H]([C@H](C[C@H](O3)C)N(C)C)O)(C)O)C)C)O)(C)O.C(#N)S
InChI: InChI=1S/C37H67NO13.CHNS/c1-14-25-37(10,45)30(41)20(4)27(39)18(2)16-35(8,44)32(51-34-28(40)24(38(11)12)15-19(3)47-34)21(5)29(22(6)33(43)49-25)50-26-17-36(9,46-13)31(42)23(7)48-26;2-1-3/h18-26,28-32,34,40-42,44-45H,14-17H2,1-13H3;3H/t18-,19-,20+,21+,22-,23+,24+,25-,26+,28-,29+,30-,31+,32-,34+,35-,36-,37-;/m1./s1
InChIKey: WVRRTEYLDPNZHR-YZPBMOCRSA-N
Product Category of Erythromycin thiocyanate (CAS NO.7704-67-8): Veterinaries
Erythromycin thiocyanate (CAS NO.7704-67-8) is used for infections which is caused by micro-organisms in poultry, sensitive for Erythromycin, especially for infections caused by Coccen, Mycoplasma and Pasteurella.
Erythromycin thiocyanate , its cas register number is 7704-67-8. It also can be called Erythromycin, thiocyanate (salt) .
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