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Ethyl 5-oxo-1-phenyl-2-pyrazoline-3-carboxylate
Cas No: 89-33-8
USD $ 3.0-3.0 / Kilogram 1 Kilogram 1-100 Metric Ton/Month Dayang Chem (Hangzhou) Co.,Ltd. Contact Supplier
Factory Supply Ethyl 5-oxo-1-phenyl-2-pyrazoline-3-carboxylate
Cas No: 89-33-8
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5-oxo-1-phenyl-3-pyrazol-1-iumcarboxylic acid ethyl ester
Cas No: 89-33-8
No Data 10 Milligram Amadis Chemical Co., Ltd. Contact Supplier
Pharmaceutical Grade CAS 89-33-8 with competitive price
Cas No: 89-33-8
USD $ 139.0-210.0 / Kilogram 1 Kilogram 1000 Kilogram/Day Zhuozhou Wenxi import and Export Co., Ltd Contact Supplier
1H-Pyrazole-3-carboxylicacid, 4,5-dihydro-5-oxo-1-phenyl-, ethyl ester 89-33-8
Cas No: 89-33-8
No Data 1 Kilogram 10000 Metric Ton/Month Shanghai Upbio Tech Co.,Ltd Contact Supplier
3-Carbethoxy-1-phenyl-2-pyrazolin-5-one
Cas No: 89-33-8
No Data No Data No Data Chemwill Asia Co., Ltd. Contact Supplier
1H-Pyrazole-3-carboxylicacid, 4,5-dihydro-5-oxo-1-phenyl-, ethyl ester
Cas No: 89-33-8
No Data No Data 10000 Metric Ton/Month Henan Wentao Chemical Product Co., Ltd. Contact Supplier
1H-Pyrazole-3-carboxylicacid, 4,5-dihydro-5-oxo-1-phenyl-, ethyl ester
Cas No: 89-33-8
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1H-Pyrazole-3-carboxylicacid, 4,5-dihydro-5-oxo-1-phenyl-, ethyl ester CAS 89-33-8
Cas No: 89-33-8
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Ethyl 5-oxo-1-phenyl-2-pyrazoline-3-carboxylate CAS 89-33-8
Cas No: 89-33-8
USD $ 10.0-10.0 / Kilogram 1 Kilogram 200 Metric Ton/Month Hebei Guanlang Biotechnology Co., Ltd. Contact Supplier

89-33-8 Usage

Chemical Properties

light yellow crystalline powder
InChI:InChI=1/C12H12N2O3/c1-2-17-12(16)10-8-11(15)14(13-10)9-6-4-3-5-7-9/h3-7H,2,8H2,1H3

89-33-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name Ethyl 5-oxo-1-phenyl-2-pyrazoline-3-carboxylate

1.2 Other means of identification

Product number -
Other names CARBETHOXYPYRAZOLONE

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:89-33-8 SDS

89-33-8Synthetic route

C6H6N2*(x)ClH

C6H6N2*(x)ClH

acetylenedicarboxylic acid diethyl ester
762-21-0

acetylenedicarboxylic acid diethyl ester

2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one
89-33-8

2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one

Conditions
ConditionsYield
Stage #1: C6H6N2*(x)ClH With sodium acetate In ethanol; water at 20℃; for 0.0833333h;
Stage #2: acetylenedicarboxylic acid diethyl ester In ethanol; water for 3h; Reflux;
C16H9BrFNOS

C16H9BrFNOS

acetyl chloride
75-36-5

acetyl chloride

2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one
89-33-8

2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one

ethyl 5-acetoxy-4-((4-acetoxy-2-phenylthiazol-5-yl)(2-bromo-6-fluorophenyl)methyl)-1-phenyl-1H-pyrazole-3-carboxylate

ethyl 5-acetoxy-4-((4-acetoxy-2-phenylthiazol-5-yl)(2-bromo-6-fluorophenyl)methyl)-1-phenyl-1H-pyrazole-3-carboxylate

Conditions
ConditionsYield
Stage #1: C16H9BrFNOS; 2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one With quinine In dichloromethane at 30℃; for 24h; Michael Addition;
Stage #2: acetyl chloride In dichloromethane at 0℃; for 0.5h; Michael Addition; enantioselective reaction;
96%
C16H10N2O3S

C16H10N2O3S

acetyl chloride
75-36-5

acetyl chloride

2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one
89-33-8

2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one

ethyl 5-acetoxy-4-((4-acetoxy-2-phenylthiazol-5-yl)(4-nitrophenyl)methyl)-1-phenyl-1H-pyrazole-3-carboxylate

ethyl 5-acetoxy-4-((4-acetoxy-2-phenylthiazol-5-yl)(4-nitrophenyl)methyl)-1-phenyl-1H-pyrazole-3-carboxylate

Conditions
ConditionsYield
Stage #1: C16H10N2O3S; 2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one With potassium carbonate In dichloromethane at 20℃; Michael Addition;
Stage #2: acetyl chloride In dichloromethane at 0℃; Michael Addition;
96%
C16H10ClNOS

C16H10ClNOS

acetyl chloride
75-36-5

acetyl chloride

2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one
89-33-8

2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one

ethyl 5-acetoxy-4-((4-acetoxy-2-phenylthiazol-5-yl)(3-chlorophenyl)methyl)-1-phenyl-1H-pyrazole-3-carboxylate

ethyl 5-acetoxy-4-((4-acetoxy-2-phenylthiazol-5-yl)(3-chlorophenyl)methyl)-1-phenyl-1H-pyrazole-3-carboxylate

Conditions
ConditionsYield
Stage #1: C16H10ClNOS; 2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one With quinine In dichloromethane at 30℃; for 24h; Michael Addition;
Stage #2: acetyl chloride In dichloromethane at 0℃; for 0.5h; Michael Addition; enantioselective reaction;
95%
C16H10FNOS

C16H10FNOS

acetyl chloride
75-36-5

acetyl chloride

2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one
89-33-8

2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one

ethyl 5-acetoxy-4-((4-acetoxy-2-phenylthiazol-5-yl)(2-fluorophenyl)methyl)-1-phenyl-1H-pyrazole-3-carboxylate

ethyl 5-acetoxy-4-((4-acetoxy-2-phenylthiazol-5-yl)(2-fluorophenyl)methyl)-1-phenyl-1H-pyrazole-3-carboxylate

Conditions
ConditionsYield
Stage #1: C16H10FNOS; 2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one With quinine In dichloromethane at 30℃; for 24h; Michael Addition;
Stage #2: acetyl chloride In dichloromethane at 0℃; for 0.5h; Michael Addition; enantioselective reaction;
94%
C16H10FNOS

C16H10FNOS

acetyl chloride
75-36-5

acetyl chloride

2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one
89-33-8

2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one

ethyl 5-acetoxy-4-((4-acetoxy-2-phenylthiazol-5-yl)(2-fluorophenyl)methyl)-1-phenyl-1H-pyrazole-3-carboxylate

ethyl 5-acetoxy-4-((4-acetoxy-2-phenylthiazol-5-yl)(2-fluorophenyl)methyl)-1-phenyl-1H-pyrazole-3-carboxylate

Conditions
ConditionsYield
Stage #1: C16H10FNOS; 2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one With potassium carbonate In dichloromethane at 20℃; Michael Addition;
Stage #2: acetyl chloride In dichloromethane at 0℃; Michael Addition;
94%
C16H10FNOS

C16H10FNOS

acetyl chloride
75-36-5

acetyl chloride

2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one
89-33-8

2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one

ethyl 5-acetoxy-4-((4-acetoxy-2-phenylthiazol-5-yl)(3-fluorophenyl)methyl)-1-phenyl-1H-pyrazole-3-carboxylate

ethyl 5-acetoxy-4-((4-acetoxy-2-phenylthiazol-5-yl)(3-fluorophenyl)methyl)-1-phenyl-1H-pyrazole-3-carboxylate

Conditions
ConditionsYield
Stage #1: C16H10FNOS; 2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one With quinine In dichloromethane at 30℃; for 24h; Michael Addition;
Stage #2: acetyl chloride In dichloromethane at 0℃; for 0.5h; Michael Addition; enantioselective reaction;
94%
C16H10N2O3S

C16H10N2O3S

acetyl chloride
75-36-5

acetyl chloride

2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one
89-33-8

2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one

ethyl 5-acetoxy-4-((4-acetoxy-2-phenylthiazol-5-yl)(4-nitrophenyl)methyl)-1-phenyl-1H-pyrazole-3-carboxylate

ethyl 5-acetoxy-4-((4-acetoxy-2-phenylthiazol-5-yl)(4-nitrophenyl)methyl)-1-phenyl-1H-pyrazole-3-carboxylate

Conditions
ConditionsYield
Stage #1: C16H10N2O3S; 2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one With quinine In dichloromethane at 30℃; for 24h; Michael Addition;
Stage #2: acetyl chloride In dichloromethane at 0℃; for 0.5h; Michael Addition; enantioselective reaction;
93%
C17H13NOS

C17H13NOS

acetyl chloride
75-36-5

acetyl chloride

2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one
89-33-8

2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one

ethyl 5-acetoxy-4-((4-acetoxy-2-phenylthiazol-5-yl)(m-tolyl)methyl)-1-phenyl-1H-pyrazole-3-carboxylate

ethyl 5-acetoxy-4-((4-acetoxy-2-phenylthiazol-5-yl)(m-tolyl)methyl)-1-phenyl-1H-pyrazole-3-carboxylate

Conditions
ConditionsYield
Stage #1: C17H13NOS; 2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one With quinine In dichloromethane at 30℃; for 24h; Michael Addition;
Stage #2: acetyl chloride In dichloromethane at 0℃; for 0.5h; Michael Addition; enantioselective reaction;
92%
C16H10FNOS

C16H10FNOS

acetyl chloride
75-36-5

acetyl chloride

2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one
89-33-8

2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one

ethyl 5-acetoxy-4-((4-acetoxy-2-phenylthiazol-5-yl)(3-fluorophenyl)methyl)-1-phenyl-1H-pyrazole-3-carboxylate

ethyl 5-acetoxy-4-((4-acetoxy-2-phenylthiazol-5-yl)(3-fluorophenyl)methyl)-1-phenyl-1H-pyrazole-3-carboxylate

Conditions
ConditionsYield
Stage #1: C16H10FNOS; 2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one With potassium carbonate In dichloromethane at 20℃; Michael Addition;
Stage #2: acetyl chloride In dichloromethane at 0℃; Michael Addition;
91%
C16H10BrNOS

C16H10BrNOS

acetyl chloride
75-36-5

acetyl chloride

2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one
89-33-8

2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one

ethyl 5-acetoxy-4-((4-acetoxy-2-phenylthiazol-5-yl)(4-bromophenyl)methyl)-1-phenyl-1H-pyrazole-3-carboxylate

ethyl 5-acetoxy-4-((4-acetoxy-2-phenylthiazol-5-yl)(4-bromophenyl)methyl)-1-phenyl-1H-pyrazole-3-carboxylate

Conditions
ConditionsYield
Stage #1: C16H10BrNOS; 2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one With quinine In dichloromethane at 30℃; for 24h; Michael Addition;
Stage #2: acetyl chloride In dichloromethane at 0℃; for 0.5h; Michael Addition; enantioselective reaction;
91%
5-benzylidene thiazolone
92795-17-0

5-benzylidene thiazolone

acetyl chloride
75-36-5

acetyl chloride

2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one
89-33-8

2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one

ethyl 5-acetoxy-4-((4-acetoxy-2-phenylthiazol-5-yl)(phenyl)methyl)-1-phenyl-1H-pyrazole-3-carboxylate

ethyl 5-acetoxy-4-((4-acetoxy-2-phenylthiazol-5-yl)(phenyl)methyl)-1-phenyl-1H-pyrazole-3-carboxylate

Conditions
ConditionsYield
Stage #1: 5-benzylidene thiazolone; 2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one With quinine In dichloromethane at 30℃; for 24h; Michael Addition;
Stage #2: acetyl chloride In dichloromethane at 0℃; for 0.5h; Reagent/catalyst; Solvent; Michael Addition; enantioselective reaction;
91%
C16H10ClNOS

C16H10ClNOS

acetyl chloride
75-36-5

acetyl chloride

2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one
89-33-8

2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one

ethyl 5-acetoxy-4-((4-acetoxy-2-phenylthiazol-5-yl)(3-chlorophenyl)methyl)-1-phenyl-1H-pyrazole-3-carboxylate

ethyl 5-acetoxy-4-((4-acetoxy-2-phenylthiazol-5-yl)(3-chlorophenyl)methyl)-1-phenyl-1H-pyrazole-3-carboxylate

Conditions
ConditionsYield
Stage #1: C16H10ClNOS; 2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one With potassium carbonate In dichloromethane at 20℃; Michael Addition;
Stage #2: acetyl chloride In dichloromethane at 0℃; Michael Addition;
90%
C16H9BrFNOS

C16H9BrFNOS

acetyl chloride
75-36-5

acetyl chloride

2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one
89-33-8

2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one

ethyl 5-acetoxy-4-((4-acetoxy-2-phenylthiazol-5-yl)(2-bromo-6-fluorophenyl)methyl)-1-phenyl-1H-pyrazole-3-carboxylate

ethyl 5-acetoxy-4-((4-acetoxy-2-phenylthiazol-5-yl)(2-bromo-6-fluorophenyl)methyl)-1-phenyl-1H-pyrazole-3-carboxylate

Conditions
ConditionsYield
Stage #1: C16H9BrFNOS; 2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one With potassium carbonate In dichloromethane at 20℃; Michael Addition;
Stage #2: acetyl chloride In dichloromethane at 0℃; Michael Addition;
90%
5-benzylidene thiazolone
92795-17-0

5-benzylidene thiazolone

acetyl chloride
75-36-5

acetyl chloride

2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one
89-33-8

2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one

ethyl 5-acetoxy-4-((4-acetoxy-2-phenylthiazol-5-yl)(phenyl)methyl)-1-phenyl-1H-pyrazole-3-carboxylate

ethyl 5-acetoxy-4-((4-acetoxy-2-phenylthiazol-5-yl)(phenyl)methyl)-1-phenyl-1H-pyrazole-3-carboxylate

Conditions
ConditionsYield
Stage #1: 5-benzylidene thiazolone; 2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one With potassium carbonate In dichloromethane at 20℃; Michael Addition;
Stage #2: acetyl chloride In dichloromethane at 0℃; Michael Addition;
89%
C16H10FNOS

C16H10FNOS

acetyl chloride
75-36-5

acetyl chloride

2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one
89-33-8

2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one

ethyl 5-acetoxy-4-((4-acetoxy-2-phenylthiazol-5-yl)(4-fluorophenyl)methyl)-1-phenyl-1H-pyrazole-3-carboxylate

ethyl 5-acetoxy-4-((4-acetoxy-2-phenylthiazol-5-yl)(4-fluorophenyl)methyl)-1-phenyl-1H-pyrazole-3-carboxylate

Conditions
ConditionsYield
Stage #1: C16H10FNOS; 2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one With potassium carbonate In dichloromethane at 20℃; Michael Addition;
Stage #2: acetyl chloride In dichloromethane at 0℃; Michael Addition;
88%
C17H13NOS

C17H13NOS

acetyl chloride
75-36-5

acetyl chloride

2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one
89-33-8

2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one

ethyl 5-acetoxy-4-((4-acetoxy-2-phenylthiazol-5-yl)(p-tolyl)methyl)-1-phenyl-1H-pyrazole-3-carboxylate

ethyl 5-acetoxy-4-((4-acetoxy-2-phenylthiazol-5-yl)(p-tolyl)methyl)-1-phenyl-1H-pyrazole-3-carboxylate

Conditions
ConditionsYield
Stage #1: C17H13NOS; 2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one With potassium carbonate In dichloromethane at 20℃; Michael Addition;
Stage #2: acetyl chloride In dichloromethane at 0℃; Michael Addition;
87%
C16H10BrNOS

C16H10BrNOS

acetyl chloride
75-36-5

acetyl chloride

2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one
89-33-8

2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one

ethyl 5-acetoxy-4-((4-acetoxy-2-phenylthiazol-5-yl)(4-bromophenyl)methyl)-1-phenyl-1H-pyrazole-3-carboxylate

ethyl 5-acetoxy-4-((4-acetoxy-2-phenylthiazol-5-yl)(4-bromophenyl)methyl)-1-phenyl-1H-pyrazole-3-carboxylate

Conditions
ConditionsYield
Stage #1: C16H10BrNOS; 2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one With potassium carbonate In dichloromethane at 20℃; Michael Addition;
Stage #2: acetyl chloride In dichloromethane at 0℃; Michael Addition;
86%
C18H15NOS

C18H15NOS

acetyl chloride
75-36-5

acetyl chloride

2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one
89-33-8

2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one

ethyl 5-acetoxy-4-((4-acetoxy-2-phenylthiazol-5-yl)(2,4-dimethylphenyl)methyl)-1-phenyl-1H-pyrazole-3-carboxylate

ethyl 5-acetoxy-4-((4-acetoxy-2-phenylthiazol-5-yl)(2,4-dimethylphenyl)methyl)-1-phenyl-1H-pyrazole-3-carboxylate

Conditions
ConditionsYield
Stage #1: C18H15NOS; 2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one With potassium carbonate In dichloromethane at 20℃; Michael Addition;
Stage #2: acetyl chloride In dichloromethane at 0℃; Michael Addition;
85%
5-benzylidene thiazolone
92795-17-0

5-benzylidene thiazolone

acetyl chloride
75-36-5

acetyl chloride

2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one
89-33-8

2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one

ethyl 5-acetoxy-4-((4-acetoxy-2-phenylthiazol-5-yl)(phenyl)methyl)-1-phenyl-1H-pyrazole-3-carboxylate

ethyl 5-acetoxy-4-((4-acetoxy-2-phenylthiazol-5-yl)(phenyl)methyl)-1-phenyl-1H-pyrazole-3-carboxylate

Conditions
ConditionsYield
Stage #1: 5-benzylidene thiazolone; 2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one With 3-(3,5-bis(trifluoromethyl)anilino)-4-([(1R,2R)-2-(piperidin-1-yl)cyclohexyl]amino)cyclobut-3-ene-1,2-dione In dichloromethane at 30℃; for 24h; Michael Addition;
Stage #2: acetyl chloride In dichloromethane at 0℃; for 0.5h; Michael Addition; enantioselective reaction;
85%
C16H10FNOS

C16H10FNOS

acetyl chloride
75-36-5

acetyl chloride

2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one
89-33-8

2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one

ethyl 5-acetoxy-4-((4-acetoxy-2-phenylthiazol-5-yl)(4-fluorophenyl)methyl)-1-phenyl-1H-pyrazole-3-carboxylate

ethyl 5-acetoxy-4-((4-acetoxy-2-phenylthiazol-5-yl)(4-fluorophenyl)methyl)-1-phenyl-1H-pyrazole-3-carboxylate

Conditions
ConditionsYield
Stage #1: C16H10FNOS; 2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one With quinine In dichloromethane at 30℃; for 24h; Michael Addition;
Stage #2: acetyl chloride In dichloromethane at 0℃; for 0.5h; Michael Addition; enantioselective reaction;
83%
C17H13NOS

C17H13NOS

acetyl chloride
75-36-5

acetyl chloride

2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one
89-33-8

2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one

ethyl 5-acetoxy-4-((4-acetoxy-2-phenylthiazol-5-yl)(m-tolyl)methyl)-1-phenyl-1H- pyrazole-3-carboxylate

ethyl 5-acetoxy-4-((4-acetoxy-2-phenylthiazol-5-yl)(m-tolyl)methyl)-1-phenyl-1H- pyrazole-3-carboxylate

Conditions
ConditionsYield
Stage #1: C17H13NOS; 2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one With potassium carbonate In dichloromethane at 20℃; Michael Addition;
Stage #2: acetyl chloride In dichloromethane at 0℃; Michael Addition;
83%
C22H15NOS

C22H15NOS

acetyl chloride
75-36-5

acetyl chloride

2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one
89-33-8

2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one

ethyl 4-([1,1'-biphenyl]-4-yl(4-acetoxy-2-phenylthiazol-5-yl)methyl)-5-acetoxy-1-phenyl-1H-pyrazole-3-carboxylate

ethyl 4-([1,1'-biphenyl]-4-yl(4-acetoxy-2-phenylthiazol-5-yl)methyl)-5-acetoxy-1-phenyl-1H-pyrazole-3-carboxylate

Conditions
ConditionsYield
Stage #1: C22H15NOS; 2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one With quinine In dichloromethane at 30℃; for 24h; Michael Addition;
Stage #2: acetyl chloride In dichloromethane at 0℃; for 0.5h; Michael Addition; enantioselective reaction;
81%
C17H13NOS

C17H13NOS

acetyl chloride
75-36-5

acetyl chloride

2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one
89-33-8

2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one

ethyl 5-acetoxy-4-((4-acetoxy-2-phenylthiazol-5-yl)(o-tolyl)methyl)-1-phenyl-1H-pyrazole-3-carboxylate

ethyl 5-acetoxy-4-((4-acetoxy-2-phenylthiazol-5-yl)(o-tolyl)methyl)-1-phenyl-1H-pyrazole-3-carboxylate

Conditions
ConditionsYield
Stage #1: C17H13NOS; 2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one With quinine In dichloromethane at 30℃; for 24h; Michael Addition;
Stage #2: acetyl chloride In dichloromethane at 0℃; for 0.5h; Michael Addition; enantioselective reaction;
80%
C22H15NOS

C22H15NOS

acetyl chloride
75-36-5

acetyl chloride

2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one
89-33-8

2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one

ethyl 4-([1,1'-biphenyl]-4-yl(4-acetoxy-2-phenylthiazol-5-yl)methyl)-5-acetoxy-1-phenyl-1H-pyrazole-3-carboxylate

ethyl 4-([1,1'-biphenyl]-4-yl(4-acetoxy-2-phenylthiazol-5-yl)methyl)-5-acetoxy-1-phenyl-1H-pyrazole-3-carboxylate

Conditions
ConditionsYield
Stage #1: C22H15NOS; 2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one With potassium carbonate In dichloromethane at 20℃; Michael Addition;
Stage #2: acetyl chloride In dichloromethane at 0℃; Michael Addition;
79%
C17H13NOS

C17H13NOS

acetyl chloride
75-36-5

acetyl chloride

2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one
89-33-8

2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one

ethyl 5-acetoxy-4-((4-acetoxy-2-phenylthiazol-5-yl)(o-tolyl)methyl)-1-phenyl-1H-pyrazole-3-carboxylate

ethyl 5-acetoxy-4-((4-acetoxy-2-phenylthiazol-5-yl)(o-tolyl)methyl)-1-phenyl-1H-pyrazole-3-carboxylate

Conditions
ConditionsYield
Stage #1: C17H13NOS; 2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one With potassium carbonate In dichloromethane at 20℃; Michael Addition;
Stage #2: acetyl chloride In dichloromethane at 0℃; Michael Addition;
79%
N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one
89-33-8

2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one

ethyl 5-chloro-4-formyl-1-phenyl-1H-pyrazole-3-carboxylate
38405-71-9

ethyl 5-chloro-4-formyl-1-phenyl-1H-pyrazole-3-carboxylate

Conditions
ConditionsYield
With trichlorophosphate at 10 - 70℃; Vilsmeier-Haack reaction;78%
C18H15NOS

C18H15NOS

acetyl chloride
75-36-5

acetyl chloride

2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one
89-33-8

2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one

ethyl 5-acetoxy-4-((4-acetoxy-2-phenylthiazol-5-yl)(2,4-dimethylphenyl)methyl)-1-phenyl-1H-pyrazole-3-carboxylate

ethyl 5-acetoxy-4-((4-acetoxy-2-phenylthiazol-5-yl)(2,4-dimethylphenyl)methyl)-1-phenyl-1H-pyrazole-3-carboxylate

Conditions
ConditionsYield
Stage #1: C18H15NOS; 2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one With quinine In dichloromethane at 30℃; for 24h; Michael Addition;
Stage #2: acetyl chloride In dichloromethane at 0℃; for 0.5h; Michael Addition; enantioselective reaction;
78%
C20H13NOS

C20H13NOS

acetyl chloride
75-36-5

acetyl chloride

2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one
89-33-8

2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one

ethyl 5-acetoxy-4-((4-acetoxy-2-phenylthiazol-5-yl)(naphthalen-2-yl)methyl)-1-phenyl-1H-pyrazole-3-carboxylate

ethyl 5-acetoxy-4-((4-acetoxy-2-phenylthiazol-5-yl)(naphthalen-2-yl)methyl)-1-phenyl-1H-pyrazole-3-carboxylate

Conditions
ConditionsYield
Stage #1: C20H13NOS; 2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one With quinine In dichloromethane at 30℃; for 24h; Michael Addition;
Stage #2: acetyl chloride In dichloromethane at 0℃; for 0.5h; Michael Addition; enantioselective reaction;
75%
C20H13NOS

C20H13NOS

acetyl chloride
75-36-5

acetyl chloride

2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one
89-33-8

2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one

ethyl 5-acetoxy-4-((4-acetoxy-2-phenylthiazol-5-yl)(naphthalen-2-yl)methyl)-1-phenyl-1H-pyrazole-3-carboxylate

ethyl 5-acetoxy-4-((4-acetoxy-2-phenylthiazol-5-yl)(naphthalen-2-yl)methyl)-1-phenyl-1H-pyrazole-3-carboxylate

Conditions
ConditionsYield
Stage #1: C20H13NOS; 2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one With potassium carbonate In dichloromethane at 20℃; Michael Addition;
Stage #2: acetyl chloride In dichloromethane at 0℃; Michael Addition;
71%
2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one
89-33-8

2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one

[1-chloro-2,2,2-trifluoro-1-(4-methoxy-phenyl)-ethyl]-p-tolyl-carbodiimide

[1-chloro-2,2,2-trifluoro-1-(4-methoxy-phenyl)-ethyl]-p-tolyl-carbodiimide

4-(4-methoxy-phenyl)-1-phenyl-6-p-tolylimino-4-trifluoromethyl-1,4,5,6-tetrahydro-pyrazolo[4,3-e][1,3]oxazine-3-carboxylic acid ethyl ester

4-(4-methoxy-phenyl)-1-phenyl-6-p-tolylimino-4-trifluoromethyl-1,4,5,6-tetrahydro-pyrazolo[4,3-e][1,3]oxazine-3-carboxylic acid ethyl ester

Conditions
ConditionsYield
Stage #1: 2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one; [1-chloro-2,2,2-trifluoro-1-(4-methoxy-phenyl)-ethyl]-p-tolyl-carbodiimide With triethylamine In benzene at 20℃; for 2h;
Stage #2: In benzene for 2h; Heating;
53%
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