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CAS No.: | 28328-54-3 |
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Name: | 3-amino-5-(aminosulphonyl)-4-phenoxybenzoic acid |
Molecular Structure: | |
Formula: | C13H12 N2 O5 S |
Molecular Weight: | 308.315 |
Synonyms: | Benzoicacid, 3-amino-4-phenoxy-5-sulfamoyl- (8CI);3-Amino-4-phenoxy-5-sulfamoylbenzoic acid; Desbutylbumetanide; PF 1578 |
Density: | 1.512g/cm3 |
Boiling Point: | 555.3°Cat760mmHg |
Flash Point: | 289.6°C |
PSA: | 141.09000 |
LogP: | 3.76900 |
3-nitro-4-phenoxy-5-sulfamoylbenzoic acid
3-amino-5-(aminosulfonyl)-4-phenoxybenzoic acid
Conditions | Yield |
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Stage #1: 3-nitro-4-phenoxy-5-sulfamoylbenzoic acid With lithium hydroxide; hydrogen; palladium 10% on activated carbon In water at 20℃; for 16h; pH=8; Stage #2: With hydrogenchloride In water pH=3; | 75% |
palladium In ethanol | 3.2 g (94%) |
palladium In ethanol | |
With methanol; ammonium chloride; zinc In tetrahydrofuran at 20℃; Inert atmosphere; | |
palladium In ethanol | 3.2 g (94%) |
3-nitro-4-phenoxy-5-sulfamoylbenzoic acid
3-amino-5-(aminosulfonyl)-4-phenoxybenzoic acid
Conditions | Yield |
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With lithium hydroxide; palladium In water |
3-amino-4-phenoxy-5-sulphamyl-benzamide
3-amino-5-(aminosulfonyl)-4-phenoxybenzoic acid
Conditions | Yield |
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With sodium hydroxide |
phenol
3-amino-5-(aminosulfonyl)-4-phenoxybenzoic acid
Conditions | Yield |
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Multi-step reaction with 2 steps 1.1: sodium hydrogencarbonate / water / 85 °C 1.2: 20 °C 2.1: zinc; ammonium chloride; methanol / tetrahydrofuran / 20 °C / Inert atmosphere View Scheme |
4-chloro-3-nitro-5-sulfamoylbenzoic acid
3-amino-5-(aminosulfonyl)-4-phenoxybenzoic acid
Conditions | Yield |
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Multi-step reaction with 2 steps 1.1: sodium hydrogencarbonate / water / 85 °C 1.2: 20 °C 2.1: zinc; ammonium chloride; methanol / tetrahydrofuran / 20 °C / Inert atmosphere View Scheme |
Conditions | Yield |
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With iron(III) chloride; boron trifluoride diethyl etherate at 20℃; for 6h; Reagent/catalyst; | 95.8% |
4-heptanone
3-amino-5-(aminosulfonyl)-4-phenoxybenzoic acid
3-(heptan-4-ylamino)-4-phenoxy-5-sulfamoyl-benzoic acid
Conditions | Yield |
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Stage #1: 4-heptanone; 3-amino-5-(aminosulfonyl)-4-phenoxybenzoic acid With acetic acid; sodium sulfate at 70℃; for 4h; Stage #2: With sodium tris(acetoxy)borohydride; acetic acid at 40℃; | 38% |
ethanol
3-amino-5-(aminosulfonyl)-4-phenoxybenzoic acid
propargyl bromide
ethyl-4-phenoxy-3-propargylamino-5-sulphamyl-benzoate
Conditions | Yield |
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Heating; |
3-amino-5-(aminosulfonyl)-4-phenoxybenzoic acid
4-phenoxy-3-propargylamino-5-sulphamyl-benzoic acid
Conditions | Yield |
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Multi-step reaction with 2 steps 1: Heating 2: sodium hydroxide View Scheme |
3-amino-5-(aminosulfonyl)-4-phenoxybenzoic acid
allyl bromide
ethyl-3-allylamino-4-phenoxy-5-sulphamyl-benzoate
Conditions | Yield |
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In ethanol |