349-71-3|4-Acetamido-3-fluorobenzene-1-sulfonyl chloride| Ambeed

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Structure of 349-71-3

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Quality Control of [ 349-71-3 ] Purity: 98% SDS Specification

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Product Details of [ 349-71-3 ]

CAS No. :	349-71-3
Formula :	C₈H₇ClFNO₃S
M.W :	251.66
SMILES Code :	O=S(C1=CC=C(NC(C)=O)C(F)=C1)(Cl)=O
MDL No. :	MFCD00052328
InChI Key :	CTELCYFLRNFINY-UHFFFAOYSA-N
Pubchem ID :	22729827

Safety of [ 349-71-3 ]

GHS Pictogram:
Signal Word:	Danger
Hazard Statements:	H302-H312-H332-H335-H314
Precautionary Statements:	P260-P264-P270-P271-P280-P301+P330+P331-P302+P352-P303+P361+P353-P304+P340-P305+P351+P338-P310-P363-P403+P233-P405-P501
Class:	8
UN#:	3261
Packing Group:	Ⅲ

Application In Synthesis of [ 349-71-3 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Downstream synthetic route of [ 349-71-3 ]

[ 349-71-3 ] Synthesis Path-Downstream 1~23

1
[ 14949-00-9 ]
[ 349-71-3 ]
[ 547742-87-0 ]

References: [1]Journal of Medicinal Chemistry,2003,vol. 46,p. 2187 - 2196.

2
[ 399-31-5 ]
[ 349-71-3 ]

Yield	Reaction Conditions	Operation in experiment
	With chlorosulfonic acid; at 70℃; for 4h;	General procedure: In a round bottom flask equipped with a stir-bar was addedchlorosulfonic acid (0.13 mol) in a drop wise fashion in respective N-phenylacetamide 9(a-d) (0.025 mol) at 0C. The resulted reactionmixturewas heated to the appropriate temperature and the stirringwas continued until the gas evolution ceased almost completely (25C/2 h for 9a; 70C/3.5 h for 9b; 70C/4 h for 9c; 25C/2 h for 9d). Then the reaction mixture was cooled and poured on crushedice in a beaker with vigorous shaking in order to make free the adhered sulfonyl chlorides on the walls of the beaker and then aqueous phase was discarded. After washing the solid with ice-cold water several times, the respective crude 4-acetylamino benzenesulfonylchloride derivatives 10(a-d) (75-85% yield) was separated, dried and used directly in the next steps.

References: [1]Journal of Medicinal Chemistry,2003,vol. 46,p. 2187 - 2196.
[2]Bioorganic and Medicinal Chemistry Letters,2007,vol. 17,p. 6610 - 6614.
[3]European Journal of Medicinal Chemistry,2021,vol. 215.

3
[ 349-71-3 ]
[ 402-22-2 ]

References: [1]Journal of Medicinal Chemistry,2003,vol. 46,p. 2187 - 2196.

4
[ 348-54-9 ]
[ 349-71-3 ]

Yield	Reaction Conditions	Operation in experiment
	With chlorosulfonic acid;	(a) Starting product By reaction of 2-fluoroaniline with acetic anhydride, 2-fluoroacetanilide is obtained, m.p. 77-78.5 C., which is converted by reaction with chlorosulfonic acid into 4-chlorosulfonyl-2-fluoroacetanilide, m.p. 110-130 C. (crude product).

References: [1]Journal of Medicinal Chemistry,2003,vol. 46,p. 2187 - 2196.
[2]Patent: US4624960,1986,A .
[3]Patent: US6667342,2003,B1 .
[4]European Journal of Medicinal Chemistry,2021,vol. 215.

5
[ 349-71-3 ]
[ 2368-84-5 ]

References: [1]Journal of Medicinal Chemistry,2003,vol. 46,p. 2187 - 2196.

6
[ 349-71-3 ]
3-fluoro-5-chloro-4-aminobenzenesulfonamide [ No CAS ]

References: [1]Journal of Medicinal Chemistry,2003,vol. 46,p. 2187 - 2196.

7
[ 349-71-3 ]
4-amino-3-bromo-5-fluoro-benzenesulfonamide [ No CAS ]

References: [1]Journal of Medicinal Chemistry,2003,vol. 46,p. 2187 - 2196.

8
[ 349-71-3 ]
4-amino-3-fluoro-5-iodo-benzenesulfonamide [ No CAS ]

References: [1]Journal of Medicinal Chemistry,2003,vol. 46,p. 2187 - 2196.

9
[ 349-71-3 ]
[ 547742-91-6 ]

References: [1]Journal of Medicinal Chemistry,2003,vol. 46,p. 2187 - 2196.

10
[ 349-71-3 ]
5-(4-amino-3-bromo-5-fluoro-benzenesulfonylamino)-[1,3,4]thiadiazole-2-sulfonic acid amide [ No CAS ]

References: [1]Journal of Medicinal Chemistry,2003,vol. 46,p. 2187 - 2196.

11
[ 349-71-3 ]
5-(4-amino-3-chloro-5-fluoro-benzenesulfonylamino)-[1,3,4]thiadiazole-2-sulfonic acid amide [ No CAS ]

References: [1]Journal of Medicinal Chemistry,2003,vol. 46,p. 2187 - 2196.

12
[ 349-71-3 ]
5-(4-amino-3-fluoro-5-iodo-benzenesulfonylamino)-[1,3,4]thiadiazole-2-sulfonic acid amide [ No CAS ]

References: [1]Journal of Medicinal Chemistry,2003,vol. 46,p. 2187 - 2196.

13
C₃₃H₄₃N₅O₆ [ No CAS ]
[ 349-71-3 ]
(S)-N-1-(3-((4-acetylamino-3-fluoro-benzenesulfonyl)-isobutyl-amino)-(1S,2 syn)-1-benzyl-2-hydroxy-propyl)-2-((quinoline-2-carbonyl)-amino)-succinamide [ No CAS ]

References: [1]Patent: US6372778,2002,B1 .Location in patent: Example 15.

14
[ 244144-49-8 ]
[ 349-71-3 ]

Yield	Reaction Conditions	Operation in experiment
		N-acyl-2-fluoro-4-sulphoaniline tiethylamine salt (1:1) (Method I) (39 g, 0.12 mol) was added portion-wise, over 30 mins, to POCl3 (60 ml) at 0 C. The reaction mixture was stirred at room temperature for 15 h and then poured slowly onto a stirred solution of ice-water. After stirring for 15 mins the mixture was filtered to yield the title compound as a solid (26 g, 0.10 mol). NMR (CDCl3): 2.25 (s, 3H), 7.55 (br s, 1H), 7.7 (dd, 1H), 7.75-7.80 (m, 1H), 8.65 (t, 1H); MS: 190.

References: [1]Patent: US6667342,2003,B1 .Location in patent: Page column 70-71.

15
[ 110-89-4 ]
[ 349-71-3 ]
[ 1000417-61-7 ]

References: [1]Bioorganic and Medicinal Chemistry Letters,2007,vol. 17,p. 6610 - 6614.

16
[ 626-58-4 ]
[ 349-71-3 ]
[ 1000417-63-9 ]

References: [1]Bioorganic and Medicinal Chemistry Letters,2007,vol. 17,p. 6610 - 6614.

17
[ 2369-25-7 ]
[ 349-71-3 ]

References: [1]Patent: US6667342,2003,B1 .

18
[ 349-71-3 ]
C₁₉H₂₄N₄O₃ [ No CAS ]
ethyl 2-(4-((4-amino-3-fluorophenyl)sulfonyl)piperazin-1-yl)-4-(4-methoxyphenyl)-6-methylpyrimidine-5-carboxylate [ No CAS ]

References: [1]European Journal of Medicinal Chemistry,2021,vol. 215.

19
[ 349-71-3 ]
C₁₉H₂₄N₄O₃ [ No CAS ]
ethyl 2-(4-((4-acetamido-3-fluorophenyl)sulfonyl)piperazin-1-yl)-4-(4-methoxyphenyl)-6-methylpyrimidine-5-carboxylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
85%	With potassium carbonate; In chloroform;Reflux;	General procedure: In a 100 mL round bottom flask 4-acetylamino benzenesulfonylchloride derivatives 10(a-d) (0.0028 mol)was added to a solution ofethyl 4-methyl-6-phenyl-2-(piperazin-1-yl)pyrimidine-5-carboxylate derivatives 7(a-c) (0.0028 mol) and K2CO3(0.003 mol) in CHCl3 (50 ml) at room temperature. The reactionmixture was refluxed at 70-80 C for 2-3 h. TLC was used tomonitor the progress of reaction. After completion of reaction, thereaction mixture was diluted with water and extracted with CHCl3(3 x 70 mL). The organic layers were combined,washed withwater,brine, dried over Na2SO4 and concentrated under reduced pressure.Crude products were purified by column chromatography usingEthyl acetate/Pet. Ether as mobile phase to obtain pure BS (1-12) compounds in 80-90% yield.

References: [1]European Journal of Medicinal Chemistry,2021,vol. 215.

20
[ 349-71-3 ]
C₁₈H₂₂N₄O₂ [ No CAS ]
ethyl 2-(4-((4-amino-3-fluorophenyl)sulfonyl)piperazin-1-yl)-4-methyl-6-phenylpyrimidine-5-carboxylate [ No CAS ]

References: [1]European Journal of Medicinal Chemistry,2021,vol. 215.

21
[ 349-71-3 ]
C₁₈H₂₂N₄O₂ [ No CAS ]
ethyl 2-(4-((4-acetamido-3-fluorophenyl)sulfonyl)piperazin-1-yl)-4-methyl-6-phenylpyrimidine-5-carboxylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
80%	With potassium carbonate; In chloroform;Reflux;	General procedure: In a 100 mL round bottom flask 4-acetylamino benzenesulfonylchloride derivatives 10(a-d) (0.0028 mol)was added to a solution ofethyl 4-methyl-6-phenyl-2-(piperazin-1-yl)pyrimidine-5-carboxylate derivatives 7(a-c) (0.0028 mol) and K2CO3(0.003 mol) in CHCl3 (50 ml) at room temperature. The reactionmixture was refluxed at 70-80 C for 2-3 h. TLC was used tomonitor the progress of reaction. After completion of reaction, thereaction mixture was diluted with water and extracted with CHCl3(3 x 70 mL). The organic layers were combined,washed withwater,brine, dried over Na2SO4 and concentrated under reduced pressure.Crude products were purified by column chromatography usingEthyl acetate/Pet. Ether as mobile phase to obtain pure BS (1-12) compounds in 80-90% yield.

References: [1]European Journal of Medicinal Chemistry,2021,vol. 215.

22
[ 349-71-3 ]
C₂₀H₂₆N₄O₄ [ No CAS ]
ethyl 2-(4-((4-acetamido-3-fluorophenyl)sulfonyl)piperazin-1-yl)-4-(3,4-dimethoxyphenyl)-6-methylpyrimidine-5-carboxylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
80%	With potassium carbonate; In chloroform;Reflux;	General procedure: In a 100 mL round bottom flask 4-acetylamino benzenesulfonylchloride derivatives 10(a-d) (0.0028 mol)was added to a solution ofethyl 4-methyl-6-phenyl-2-(piperazin-1-yl)pyrimidine-5-carboxylate derivatives 7(a-c) (0.0028 mol) and K2CO3(0.003 mol) in CHCl3 (50 ml) at room temperature. The reactionmixture was refluxed at 70-80 C for 2-3 h. TLC was used tomonitor the progress of reaction. After completion of reaction, thereaction mixture was diluted with water and extracted with CHCl3(3 x 70 mL). The organic layers were combined,washed withwater,brine, dried over Na2SO4 and concentrated under reduced pressure.Crude products were purified by column chromatography usingEthyl acetate/Pet. Ether as mobile phase to obtain pure BS (1-12) compounds in 80-90% yield.

References: [1]European Journal of Medicinal Chemistry,2021,vol. 215.

23
[ 349-71-3 ]
C₂₀H₂₆N₄O₄ [ No CAS ]
ethyl 2-(4-((4-amino-3-fluorophenyl)sulfonyl)piperazin-1-yl)-4-(3,4-dimethoxyphenyl)-6-methylpyrimidine-5-carboxylate [ No CAS ]

References: [1]European Journal of Medicinal Chemistry,2021,vol. 215.

Historical Records

Technical Information

• Acyl Group Substitution • Alkyl Halide Occurrence • Arndt-Eistert Homologation • Chan-Lam Coupling Reaction • Complex Metal Hydride Reductions • Hunsdiecker-Borodin Reaction • Hydride Reductions • Lawesson's Reagent • Passerini Reaction • Preparation of Amines • Preparation of Carboxylic Acids • Reactions of Amines • Reactions of Benzene and Substituted Benzenes • Reactions of Carboxylic Acids • Schmidt Reaction • Specialized Acylation Reagents-Carbodiimides and Related Reagents • Specialized Acylation Reagents-Ketenes • Ugi Reaction

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Code	Phrase
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P320
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P321
P322
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P342	If experiencing respiratory symptoms:
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P351	Rinse cautiously with water for several minutes.
P352	Wash with plenty of soap and water.
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P361	Remove/Take off immediately all contaminated clothing.
P362	Take off contaminated clothing and wash before reuse.
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P370	In case of fire:
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P378
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P390	Absorb spillage to prevent material damage.
P391	Collect spillage. Hazardous to the aquatic environment
P301 + P310	IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P301 + P312	IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P301 + P330 + P331	IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
P370 + P376	In case of fire: Stop leak if safe to Do so.
P370 + P378	In case of fire:
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P370 + P380 + P375	In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion.
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Storage
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P401
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Physical hazards
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H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
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Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
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Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
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H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

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CAS No.: 349-71-3

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CAS No.: 349-71-3

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Product Details of [ 349-71-3 ]

Safety of [ 349-71-3 ]

Application In Synthesis of [ 349-71-3 ]

[ 349-71-3 ] Synthesis Path-Downstream 1~23

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Technical Information

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