Product Name

  • Name

    2-Methoxy-5-sulfamoylbenzoic acid

  • EINECS 244-789-1
  • CAS No. 22117-85-7
  • Article Data19
  • CAS DataBase
  • Density 1.492 g/cm3
  • Solubility
  • Melting Point 220 °C
  • Formula C8H9NO5S
  • Boiling Point 482.5 °C at 760 mmHg
  • Molecular Weight 231.229
  • Flash Point 245.6 °C
  • Transport Information
  • Appearance
  • Safety 26-36/37/39
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 22117-85-7 (2-Methoxy-5-sulfamoylbenzoic acid)
  • Hazard Symbols IrritantXi
  • Synonyms o-Anisicacid, 5-sulfamoyl- (8CI);2-Methoxy-5-sulfonamidobenzoic acid;5-(Aminosulfonyl)-2-methoxybenzoic acid;
  • PSA 115.07000
  • LogP 1.82190

Synthetic route

methyl 2-methoxy-5-sulfamoyl-benzoate
33045-52-2

methyl 2-methoxy-5-sulfamoyl-benzoate

2-methoxy-5-sulfamoylbenzoic acid
22117-85-7

2-methoxy-5-sulfamoylbenzoic acid

Conditions
ConditionsYield
With sodium hydroxide In methanol98.3%
Stage #1: methyl 2-methoxy-5-sulfamoyl-benzoate With sodium hydroxide; water In methanol at 20℃; for 1h;
Stage #2: With hydrogenchloride In methanol; water		98.3%
Stage #1: methyl 2-methoxy-5-sulfamoyl-benzoate With sodium hydroxide; water In methanol at 20℃; for 1h;
Stage #2: With hydrogenchloride In methanol; water		98.3%
5-chlorosulfonyl-2-anisic acid
51904-91-7

5-chlorosulfonyl-2-anisic acid

2-methoxy-5-sulfamoylbenzoic acid
22117-85-7

2-methoxy-5-sulfamoylbenzoic acid

Conditions
ConditionsYield
With ammonia In tetrahydrofuran for 0.5h; Ambient temperature;94.6%
With ammonia
2-Methoxybenzoic acid
579-75-9

2-Methoxybenzoic acid

2-methoxy-5-sulfamoylbenzoic acid
22117-85-7

2-methoxy-5-sulfamoylbenzoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 84.9 percent / chlorosulfuric acid / 0.67 h / 60 - 70 °C
2: 94.6 percent / NH3 / tetrahydrofuran / 0.5 h / Ambient temperature
View Scheme
3-methylpyridin-2-ylamine
1603-40-3

3-methylpyridin-2-ylamine

2-methoxy-5-sulfamoylbenzoic acid
22117-85-7

2-methoxy-5-sulfamoylbenzoic acid

C6H8N2*C8H9NO5S

C6H8N2*C8H9NO5S

Conditions
ConditionsYield
In ethanol at 20℃; for 24h;95%
2-methoxy-5-sulfamoylbenzoic acid
22117-85-7

2-methoxy-5-sulfamoylbenzoic acid

copper(II) acetate monohydrate
6046-93-1

copper(II) acetate monohydrate

C16H20CuN2O12S2*2H2O

C16H20CuN2O12S2*2H2O

Conditions
ConditionsYield
In ethanol; water at 20℃; for 72h;70%
2-methoxy-5-sulfamoylbenzoic acid
22117-85-7

2-methoxy-5-sulfamoylbenzoic acid

(S)-N-[[3-[3-fluoro-4-[4-morpholinyl]phenyl]-2-oxo-5-oxazolidinyl]methyl]amine
168828-90-8

(S)-N-[[3-[3-fluoro-4-[4-morpholinyl]phenyl]-2-oxo-5-oxazolidinyl]methyl]amine

5-(aminosulfonyl)-N-(S)-[[3-[3-fluoro-4-(morpholin-4-yl)phenyl]-2-oxooxazolidin-5-yl]methyl]-2-methoxy benzamide
1390617-37-4

5-(aminosulfonyl)-N-(S)-[[3-[3-fluoro-4-(morpholin-4-yl)phenyl]-2-oxooxazolidin-5-yl]methyl]-2-methoxy benzamide

Conditions
ConditionsYield
Stage #1: 2-methoxy-5-sulfamoylbenzoic acid With chloroformic acid ethyl ester; triethylamine In dichloromethane at 0 - 20℃; for 0.5h;
Stage #2: (S)-N-[[3-[3-fluoro-4-[4-morpholinyl]phenyl]-2-oxo-5-oxazolidinyl]methyl]amine In dichloromethane at 0 - 20℃; for 4h;		55%
2-methoxy-5-sulfamoylbenzoic acid
22117-85-7

2-methoxy-5-sulfamoylbenzoic acid

2-[4-(3-trifluoromethylphenyl)piperazin-1-yl]ethan-1-amine
27144-85-0

2-[4-(3-trifluoromethylphenyl)piperazin-1-yl]ethan-1-amine

N-<2-<4-(3-trifluoromethylphenyl)-1-piperazinyl>ethyl>2-methoxy-5-methyl sulfamoylbenzamide

N-<2-<4-(3-trifluoromethylphenyl)-1-piperazinyl>ethyl>2-methoxy-5-methyl sulfamoylbenzamide

Conditions
ConditionsYield
With triethylamine; isobutyl chloroformate In 1,4-dioxane for 6h; Ambient temperature;40%
2-methoxy-5-sulfamoylbenzoic acid
22117-85-7

2-methoxy-5-sulfamoylbenzoic acid

2--5-methoxytetralin
101403-17-2

2--5-methoxytetralin

2-methoxy-N-{2-[(5-methoxy-1,2,3,4-tetrahydro-naphthalen-2-yl)-propyl-amino]-ethyl}-5-sulfamoyl-benzamide

2-methoxy-N-{2-[(5-methoxy-1,2,3,4-tetrahydro-naphthalen-2-yl)-propyl-amino]-ethyl}-5-sulfamoyl-benzamide

Conditions
ConditionsYield
With chloroformic acid ethyl ester; triethylamine In acetone at 0℃; for 2h;32%
2-methoxy-5-sulfamoylbenzoic acid
22117-85-7

2-methoxy-5-sulfamoylbenzoic acid

3,5-Bis-(trifluoromethyl)aniline
328-74-5

3,5-Bis-(trifluoromethyl)aniline

N-[3,5-bis(trifluoromethyl)phenyl]-2-methoxy-5-sulfamoyl-benzamide
439146-22-2

N-[3,5-bis(trifluoromethyl)phenyl]-2-methoxy-5-sulfamoyl-benzamide

Conditions
ConditionsYield
24.2%
1-hydroxy-pyrrolidine-2,5-dione
6066-82-6

1-hydroxy-pyrrolidine-2,5-dione

2-methoxy-5-sulfamoylbenzoic acid
22117-85-7

2-methoxy-5-sulfamoylbenzoic acid

N-hydroxysuccinimido diphenyl phosphate
75513-55-2

N-hydroxysuccinimido diphenyl phosphate

N-ethyl-2-aminomethylpyrrole
74402-54-3

N-ethyl-2-aminomethylpyrrole

N-[(1-ethyl-2-pyrrolidinyl)methyl]-2-methoxy-5-sulfamoylbenzamide
15676-16-1

N-[(1-ethyl-2-pyrrolidinyl)methyl]-2-methoxy-5-sulfamoylbenzamide

Conditions
ConditionsYield
With triethylamine In acetonitrile24%
...Expand
2-methoxy-5-sulfamoylbenzoic acid
22117-85-7

2-methoxy-5-sulfamoylbenzoic acid

2-hydroxy-5-sulfonamidobenzoic acid
5378-41-6

2-hydroxy-5-sulfonamidobenzoic acid

Conditions
ConditionsYield
With potassium hydroxide
With hydrogen bromide; acetic acid In methanol; water
1-methyl-piperazine
109-01-3

1-methyl-piperazine

2-methoxy-5-sulfamoylbenzoic acid
22117-85-7

2-methoxy-5-sulfamoylbenzoic acid

5-(aminosulfonyl)-2-methoxybenzoic acid 4-methylpiperazide
113681-65-5

5-(aminosulfonyl)-2-methoxybenzoic acid 4-methylpiperazide

Conditions
ConditionsYield
With chloroformic acid ethyl ester; triethylamine 1) CH2Cl2, -5 deg C, 1 h; 2) CH2Cl2, 0 deg C, 30 min, then room temp.; Yield given. Multistep reaction;
2-tetrahydrothiophenemethylamine
83171-40-8

2-tetrahydrothiophenemethylamine

2-methoxy-5-sulfamoylbenzoic acid
22117-85-7

2-methoxy-5-sulfamoylbenzoic acid

N-<(2-tetrahydrothienyl)methyl>-2-methoxy-5-sulfamoylbenzamide
118894-84-1

N-<(2-tetrahydrothienyl)methyl>-2-methoxy-5-sulfamoylbenzamide

Conditions
ConditionsYield
With chloroformic acid ethyl ester; triethylamine 1.) acetone, 0 deg C, 30 min, 2.) acetone, 0 deg C, 30 min then r.t., 2,5 h; Yield given. Multistep reaction;
1-ethylpiperidin-3-amine
6789-94-2

1-ethylpiperidin-3-amine

2-methoxy-5-sulfamoylbenzoic acid
22117-85-7

2-methoxy-5-sulfamoylbenzoic acid

N-(1-ethyl-piperidin-3-yl)-2-methoxy-5-sulfamoyl-benzamide
51218-14-5

N-(1-ethyl-piperidin-3-yl)-2-methoxy-5-sulfamoyl-benzamide

Conditions
ConditionsYield
With pyridine; phosphorus trichloride 1.) RT, 1 h, 2.) from 100 deg C to 120 deg C, 4 h; Yield given. Multistep reaction;
4-amino-N-ethylpiperidine
50534-45-7

4-amino-N-ethylpiperidine

2-methoxy-5-sulfamoylbenzoic acid
22117-85-7

2-methoxy-5-sulfamoylbenzoic acid

N-(1-Ethyl-piperidin-4-yl)-2-methoxy-5-sulfamoyl-benzamide
102535-19-3

N-(1-Ethyl-piperidin-4-yl)-2-methoxy-5-sulfamoyl-benzamide

Conditions
ConditionsYield
With pyridine; phosphorus trichloride 1.) RT, 1 h, 2.) from 100 deg C to 120 deg C, 4 h; Yield given. Multistep reaction;
1-isobutylpiperazine
5308-28-1

1-isobutylpiperazine

2-methoxy-5-sulfamoylbenzoic acid
22117-85-7

2-methoxy-5-sulfamoylbenzoic acid

3-(4-Isobutyl-piperazine-1-carbonyl)-4-methoxy-benzenesulfonamide
102535-28-4

3-(4-Isobutyl-piperazine-1-carbonyl)-4-methoxy-benzenesulfonamide

Conditions
ConditionsYield
With pyridine; phosphorus trichloride 1.) RT, 1 h, 2.) from 100 deg C to 120 deg C, 4 h; Yield given. Multistep reaction;
1-phenylmethylpiperazine
2759-28-6

1-phenylmethylpiperazine

2-methoxy-5-sulfamoylbenzoic acid
22117-85-7

2-methoxy-5-sulfamoylbenzoic acid

5-(aminosulfonyl)-2-methoxybenzoic acid 4-benzylpiperazide
57479-93-3

5-(aminosulfonyl)-2-methoxybenzoic acid 4-benzylpiperazide

Conditions
ConditionsYield
With chloroformic acid ethyl ester; triethylamine 1) CH2Cl2, dioxane, -10 deg C, 30 min; 2) 0 deg C, 1 h, then room temp., 8.5 h; Yield given. Multistep reaction;
With pyridine; phosphorus trichloride 1.) RT, 1 h, 2.) from 100 deg C to 120 deg C, 4 h; Yield given. Multistep reaction;
1-(4-methoxybenzyl)piperazine
21867-69-6

1-(4-methoxybenzyl)piperazine

2-methoxy-5-sulfamoylbenzoic acid
22117-85-7

2-methoxy-5-sulfamoylbenzoic acid

4-Methoxy-3-[4-(4-methoxy-benzyl)-piperazine-1-carbonyl]-benzenesulfonamide
102535-34-2

4-Methoxy-3-[4-(4-methoxy-benzyl)-piperazine-1-carbonyl]-benzenesulfonamide

Conditions
ConditionsYield
With pyridine; phosphorus trichloride 1.) RT, 1 h, 2.) from 100 deg C to 120 deg C, 4 h; Yield given. Multistep reaction;
2-methoxy-5-sulfamoylbenzoic acid
22117-85-7

2-methoxy-5-sulfamoylbenzoic acid

(4-benzylmorpholin-2-yl)methanamine
110859-47-7, 140646-11-3

(4-benzylmorpholin-2-yl)methanamine

N-(4-Benzyl-morpholin-2-ylmethyl)-2-methoxy-5-sulfamoyl-benzamide
112887-21-5

N-(4-Benzyl-morpholin-2-ylmethyl)-2-methoxy-5-sulfamoyl-benzamide

Conditions
ConditionsYield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane for 4h; Ambient temperature;
2-methoxy-5-sulfamoylbenzoic acid
22117-85-7

2-methoxy-5-sulfamoylbenzoic acid

1-cyclohexylmethylpiperazine
57184-23-3

1-cyclohexylmethylpiperazine

3-(4-Cyclohexylmethyl-piperazine-1-carbonyl)-4-methoxy-benzenesulfonamide
102535-29-5

3-(4-Cyclohexylmethyl-piperazine-1-carbonyl)-4-methoxy-benzenesulfonamide

Conditions
ConditionsYield
With pyridine; phosphorus trichloride 1.) RT, 1 h, 2.) from 100 deg C to 120 deg C, 4 h; Yield given. Multistep reaction;
2-methoxy-5-sulfamoylbenzoic acid
22117-85-7

2-methoxy-5-sulfamoylbenzoic acid

4-amino-6-azobrendane
84409-92-7

4-amino-6-azobrendane

2-Methoxy-N-((1R,2S,3S,6S,7R)-4-methyl-4-aza-tricyclo[4.2.1.03,7]non-2-yl)-5-sulfamoyl-benzamide; compound with (E)-but-2-enedioic acid
84410-00-4

2-Methoxy-N-((1R,2S,3S,6S,7R)-4-methyl-4-aza-tricyclo[4.2.1.03,7]non-2-yl)-5-sulfamoyl-benzamide; compound with (E)-but-2-enedioic acid

Conditions
ConditionsYield
With chloroformic acid ethyl ester; triethylamine 1.) THF, 0 deg C, 30 min; 2.) THF, 1 h, room temp.; Yield given. Multistep reaction;
2-methoxy-5-sulfamoylbenzoic acid
22117-85-7

2-methoxy-5-sulfamoylbenzoic acid

(S)-octahydropyrrolo[1,2-a]pyrazine
93643-24-4

(S)-octahydropyrrolo[1,2-a]pyrazine

3-((S)-Hexahydro-pyrrolo[1,2-a]pyrazine-2-carbonyl)-4-methoxy-benzenesulfonamide
102535-38-6

3-((S)-Hexahydro-pyrrolo[1,2-a]pyrazine-2-carbonyl)-4-methoxy-benzenesulfonamide

Conditions
ConditionsYield
With pyridine; phosphorus trichloride 1.) RT, 1 h, 2.) from 100 deg C to 120 deg C, 4 h; Multistep reaction;
2-methoxy-5-sulfamoylbenzoic acid
22117-85-7

2-methoxy-5-sulfamoylbenzoic acid

(S)-1-ethyl-2-<(N-methylamino)methyl>pyrrolidine
102535-40-0

(S)-1-ethyl-2-<(N-methylamino)methyl>pyrrolidine

N-((S)-1-Ethyl-pyrrolidin-2-ylmethyl)-2-methoxy-N-methyl-5-sulfamoyl-benzamide
102535-23-9

N-((S)-1-Ethyl-pyrrolidin-2-ylmethyl)-2-methoxy-N-methyl-5-sulfamoyl-benzamide

Conditions
ConditionsYield
With triethylamine; Diphenylphosphinic chloride 1.) THF, -10 deg C, 1 h, 2.) THF, from -10 deg C to RT, 12 h; Yield given. Multistep reaction;
2-methoxy-5-sulfamoylbenzoic acid
22117-85-7

2-methoxy-5-sulfamoylbenzoic acid

2,5-dichloropentylamine hydrochloride
62922-45-6

2,5-dichloropentylamine hydrochloride

N-(2,5-dichloropentyl)-2-methoxy-5-sulfamoylbenzamide
67833-50-5

N-(2,5-dichloropentyl)-2-methoxy-5-sulfamoylbenzamide

Conditions
ConditionsYield
With chloroformic acid ethyl ester; triethylamine 1.) acetone, 0 deg C, 0.5 h, 2.) 0 deg C, 0.5 h then r.t., 2.5 h; Yield given. Multistep reaction;
2-methoxy-5-sulfamoylbenzoic acid
22117-85-7

2-methoxy-5-sulfamoylbenzoic acid

2-methoxy-5-sulphamoyl-benzoyl chloride
52542-44-6

2-methoxy-5-sulphamoyl-benzoyl chloride

Conditions
ConditionsYield
With pyridine; thionyl chloride Heating;
With thionyl chloride In N-methyl-acetamide; 1,1-dichloroethane
With thionyl chloride In tetrahydrofuran; benzene
With thionyl chloride at 105℃;
2-methoxy-5-sulfamoylbenzoic acid
22117-85-7

2-methoxy-5-sulfamoylbenzoic acid

chloroformic acid ethyl ester
541-41-3

chloroformic acid ethyl ester

C11H13NO7S

C11H13NO7S

Conditions
ConditionsYield
With N,N,N,N,N,N-hexamethylphosphoric triamide; triethylamine In dichloromethane at -40 - -10℃; for 0.5h;
2-methoxy-5-sulfamoylbenzoic acid
22117-85-7

2-methoxy-5-sulfamoylbenzoic acid

1-allylpiperazine
13961-36-9

1-allylpiperazine

3-(4-Allyl-piperazine-1-carbonyl)-4-methoxy-benzenesulfonamide
102535-27-3

3-(4-Allyl-piperazine-1-carbonyl)-4-methoxy-benzenesulfonamide

Conditions
ConditionsYield
With pyridine; phosphorus trichloride 1.) RT, 1 h, 2.) from 100 deg C to 120 deg C, 4 h; Yield given. Multistep reaction;
2-methoxy-5-sulfamoylbenzoic acid
22117-85-7

2-methoxy-5-sulfamoylbenzoic acid

benzylamine
100-46-9

benzylamine

N-benzyl-5-(aminosulfonyl)-2-methoxybenzamide
113681-63-3

N-benzyl-5-(aminosulfonyl)-2-methoxybenzamide

Conditions
ConditionsYield
With chloroformic acid ethyl ester; triethylamine 1) CH2Cl2, -5 deg C, 1 h; 2) CH2Cl2, 0 deg C, 30 min, then room temp.; Yield given. Multistep reaction;
2-methoxy-5-sulfamoylbenzoic acid
22117-85-7

2-methoxy-5-sulfamoylbenzoic acid

1-(Ethoxycarbonylmethyl)piperazine
40004-08-8

1-(Ethoxycarbonylmethyl)piperazine

[4-(2-Methoxy-5-sulfamoyl-benzoyl)-piperazin-1-yl]-acetic acid ethyl ester
102535-31-9

[4-(2-Methoxy-5-sulfamoyl-benzoyl)-piperazin-1-yl]-acetic acid ethyl ester

Conditions
ConditionsYield
With pyridine; phosphorus trichloride 1.) RT, 1 h, 2.) from 100 deg C to 120 deg C, 4 h; Yield given. Multistep reaction;
2-methoxy-5-sulfamoylbenzoic acid
22117-85-7

2-methoxy-5-sulfamoylbenzoic acid

N(2-methyl-1-butyl)piperazine
82499-91-0

N(2-methyl-1-butyl)piperazine

4-Methoxy-3-[4-(2-methyl-butyl)-piperazine-1-carbonyl]-benzenesulfonamide; hydrochloride
102535-30-8

4-Methoxy-3-[4-(2-methyl-butyl)-piperazine-1-carbonyl]-benzenesulfonamide; hydrochloride

Conditions
ConditionsYield
With pyridine; phosphorus trichloride 1.) RT, 1 h, 2.) from 100 deg C to 120 deg C, 4 h; Yield given. Multistep reaction;
2-methoxy-5-sulfamoylbenzoic acid
22117-85-7

2-methoxy-5-sulfamoylbenzoic acid

1-(3-methoxy-benzyl)-piperazine
55212-32-3

1-(3-methoxy-benzyl)-piperazine

4-Methoxy-3-[4-(3-methoxy-benzyl)-piperazine-1-carbonyl]-benzenesulfonamide
102535-35-3

4-Methoxy-3-[4-(3-methoxy-benzyl)-piperazine-1-carbonyl]-benzenesulfonamide

Conditions
ConditionsYield
With pyridine; phosphorus trichloride 1.) RT, 1 h, 2.) from 100 deg C to 120 deg C, 4 h; Yield given. Multistep reaction;

2-methoxy-5-sulfamoylbenzoic acid Chemical Properties

Chemical Name: 2-Methoxy-5-sulfamoylbenzoic acid
IUPAC NAME: 2-methoxy-5-sulfamoylbenzoic acid
CAS No.: 22117-85-7
EINECS: 244-789-1
Molecular Formula: C8H9NO5S
Molecular Weight: 231.23g/mol
Structure:
         

The synonyms of 2-methoxy-5-sulfamoylbenzoic acid(22117-85-7): 5-sulphamoyl-o-anisic acid;2-Methoxy-5-Sufamoyl Benzoic Acid;5-Aminosulfonyl-2-Methoxybenzoic Acid;5-(Aminosulphonyl)-2-methoxybenzoic acid;2-METHOXY-5-SULFAMOYLBENZOIC ACID;2-METHOXY-5-SULFONYLBENZOIC ACID;2-METHOXY-5-SULPHAMOYLBENZOIC ACID;3-CARBOXY-4-METHOXY-BENZENE SULFONAMIDE;
Density: 1.492 g/cm3 
Flash Point: 245.6 °C 
Boiling Point: 482.5 °C at 760 mmHg

2-methoxy-5-sulfamoylbenzoic acid Uses

Used as intermediates in organic synthesis and sulpiride intermediates.

2-methoxy-5-sulfamoylbenzoic acid Safety Profile

Hazard Codes:
    Xi Irritant  
Risk Statements about 2-methoxy-5-sulfamoylbenzoic acid(22117-85-7): 
    R36/37/38 Irritating to eyes, respiratory system and skin.
Safety Statements about 2-methoxy-5-sulfamoylbenzoic acid(22117-85-7): 
    S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
    S36/37/39 Wear suitable protective clothing, gloves and eye/face protection.

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