FI59986C - Foerfarande foer framstaellning av p-acetamidofenyl-2-acetoxibensoat - Google Patents

Foerfarande foer framstaellning av p-acetamidofenyl-2-acetoxibensoat Download PDF

Info

Publication number: FI59986C
Authority: FI; Finland
Prior art keywords: acetamidophenyl; acetoxybenzoate; framstation; procedure; acetylsalicylic acid
Prior art date: 1973-01-25

Application number

FI174/74A

Other languages

English (en)

Finnish (fi)

Other versions

FI59986B (fi

Inventor

Mario Portelli

Giorgio Renzi

Original Assignee

Whitefin Holding Sa

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1973-01-25

Filing date

1974-01-22

Publication date

1981-11-10

1974-01-22 Application filed by Whitefin Holding Sa filed Critical Whitefin Holding Sa

1981-07-31 Application granted granted Critical

1981-07-31 Publication of FI59986B publication Critical patent/FI59986B/fi

1981-11-10 Publication of FI59986C publication Critical patent/FI59986C/fi

Links

238000000034 method Methods 0.000 title description 7
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 8
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 8
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 6
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 6
239000000047 product Substances 0.000 description 6
238000003756 stirring Methods 0.000 description 5
KPRMEIMJYWTONS-UHFFFAOYSA-N 4-acetamido-2-acetyloxy-3-phenylbenzoic acid Chemical compound CC(=O)NC1=C(C(=C(C=C1)C(=O)O)OC(=O)C)C2=CC=CC=C2 KPRMEIMJYWTONS-UHFFFAOYSA-N 0.000 description 4
238000002844 melting Methods 0.000 description 4
230000008018 melting Effects 0.000 description 4
238000002360 preparation method Methods 0.000 description 4
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 4
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 4
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
BSYNRYMUTXBXSQ-FOQJRBATSA-N 59096-14-9 Chemical compound CC(=O)OC1=CC=CC=C1[14C](O)=O BSYNRYMUTXBXSQ-FOQJRBATSA-N 0.000 description 3
RZVAJINKPMORJF-UHFFFAOYSA-N Acetaminophen Chemical compound CC(=O)NC1=CC=C(O)C=C1 RZVAJINKPMORJF-UHFFFAOYSA-N 0.000 description 3
BSYNRYMUTXBXSQ-UHFFFAOYSA-N Aspirin Chemical compound CC(=O)OC1=CC=CC=C1C(O)=O BSYNRYMUTXBXSQ-UHFFFAOYSA-N 0.000 description 3
238000002425 crystallisation Methods 0.000 description 3
230000008025 crystallization Effects 0.000 description 3
235000019441 ethanol Nutrition 0.000 description 3
238000004519 manufacturing process Methods 0.000 description 3
238000000746 purification Methods 0.000 description 3
239000011541 reaction mixture Substances 0.000 description 3
239000002904 solvent Substances 0.000 description 3
DSGKWFGEUBCEIE-UHFFFAOYSA-N (2-carbonochloridoylphenyl) acetate Chemical compound CC(=O)OC1=CC=CC=C1C(Cl)=O DSGKWFGEUBCEIE-UHFFFAOYSA-N 0.000 description 2
ADFXKUOMJKEIND-UHFFFAOYSA-N 1,3-dicyclohexylurea Chemical compound C1CCCCC1NC(=O)NC1CCCCC1 ADFXKUOMJKEIND-UHFFFAOYSA-N 0.000 description 2
QOSSAOTZNIDXMA-UHFFFAOYSA-N Dicylcohexylcarbodiimide Chemical compound C1CCCCC1N=C=NC1CCCCC1 QOSSAOTZNIDXMA-UHFFFAOYSA-N 0.000 description 2
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
229960001138 acetylsalicylic acid Drugs 0.000 description 2
229960004277 benorilate Drugs 0.000 description 2
FEJKLNWAOXSSNR-UHFFFAOYSA-N benorilate Chemical compound C1=CC(NC(=O)C)=CC=C1OC(=O)C1=CC=CC=C1OC(C)=O FEJKLNWAOXSSNR-UHFFFAOYSA-N 0.000 description 2
IYMAUEAFOBSGCY-UHFFFAOYSA-N benzene;sulfurochloridic acid Chemical compound OS(Cl)(=O)=O.C1=CC=CC=C1 IYMAUEAFOBSGCY-UHFFFAOYSA-N 0.000 description 2
239000003795 chemical substances by application Substances 0.000 description 2
238000001816 cooling Methods 0.000 description 2
RIFGWPKJUGCATF-UHFFFAOYSA-N ethyl chloroformate Chemical compound CCOC(Cl)=O RIFGWPKJUGCATF-UHFFFAOYSA-N 0.000 description 2
238000001704 evaporation Methods 0.000 description 2
239000005457 ice water Substances 0.000 description 2
150000003512 tertiary amines Chemical class 0.000 description 2
OAWXYINGQXLWOE-UHFFFAOYSA-N (2-acetyloxybenzoyl) 2-acetyloxybenzoate Chemical compound CC(=O)OC1=CC=CC=C1C(=O)OC(=O)C1=CC=CC=C1OC(C)=O OAWXYINGQXLWOE-UHFFFAOYSA-N 0.000 description 1
RJBVUQOKBXKGEN-UHFFFAOYSA-N 1-(1-amino-4-hydroxycyclohexa-2,4-dien-1-yl)ethanone Chemical compound C(C)(=O)C1(CC=C(C=C1)O)N RJBVUQOKBXKGEN-UHFFFAOYSA-N 0.000 description 1
NVRIDGNHSUDRTP-UHFFFAOYSA-N CCCCCCCCCCCCCCCCCC(=O)OC1=CC=CC=C1C(=O)OC(=O)C2=CC=CC=C2OC(=O)CCCCCCCCCCCCCCCCC Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC1=CC=CC=C1C(=O)OC(=O)C2=CC=CC=C2OC(=O)CCCCCCCCCCCCCCCCC NVRIDGNHSUDRTP-UHFFFAOYSA-N 0.000 description 1
230000000202 analgesic effect Effects 0.000 description 1
230000003110 anti-inflammatory effect Effects 0.000 description 1
239000002221 antipyretic Substances 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
239000006227 byproduct Substances 0.000 description 1
230000008020 evaporation Effects 0.000 description 1
239000000543 intermediate Substances 0.000 description 1
238000002955 isolation Methods 0.000 description 1
239000000155 melt Substances 0.000 description 1
-1 p-acetamidophenyl Chemical group 0.000 description 1
239000002244 precipitate Substances 0.000 description 1
238000000926 separation method Methods 0.000 description 1
238000005406 washing Methods 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
- C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C233/16—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

FI174/74A 1973-01-25 1974-01-22 Foerfarande foer framstaellning av p-acetamidofenyl-2-acetoxibensoat FI59986C (fi)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
IT1957673		1973-01-25
IT1957673		1973-01-25

Publications (2)

Publication Number	Publication Date
FI59986B FI59986B (fi)	1981-07-31
FI59986C true FI59986C (fi)	1981-11-10

Family

ID=11159177

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
FI174/74A FI59986C (fi)	1973-01-25	1974-01-22	Foerfarande foer framstaellning av p-acetamidofenyl-2-acetoxibensoat

Country Status (11)

Country	Link
JP (1)	JPS49101352A (de)
AT (1)	AT337164B (de)
CA (1)	CA1035782A (de)
CH (1)	CH585697A5 (de)
DE (1)	DE2402231C3 (de)
ES (1)	ES422540A1 (de)
FI (1)	FI59986C (de)
NL (1)	NL167155C (de)
NO (1)	NO139170C (de)
SE (1)	SE411342B (de)
YU (1)	YU36009B (de)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
CN111056968B (zh) *	2019-12-20	2023-04-14	广西科技大学	一种贝诺酯的制备方法
CN114478297A (zh) *	2020-11-12	2022-05-13	山东省科学院菏泽分院	一种扑炎痛的合成制备方法

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
GB1101747A (en) *	1964-04-09	1968-01-31	Sterwin Ag	Salicylamide derivatives

1974
- 1974-01-17 DE DE2402231A patent/DE2402231C3/de not_active Expired
- 1974-01-17 NL NL7400637.A patent/NL167155C/xx not_active IP Right Cessation
- 1974-01-18 YU YU132/74A patent/YU36009B/xx unknown
- 1974-01-18 CH CH73474A patent/CH585697A5/xx not_active IP Right Cessation
- 1974-01-22 FI FI174/74A patent/FI59986C/fi active
- 1974-01-22 AT AT51774A patent/AT337164B/de not_active IP Right Cessation
- 1974-01-23 JP JP49009446A patent/JPS49101352A/ja active Pending
- 1974-01-23 ES ES422540A patent/ES422540A1/es not_active Expired
- 1974-01-24 SE SE7400910A patent/SE411342B/xx unknown
- 1974-01-24 NO NO740229A patent/NO139170C/no unknown
- 1974-01-25 CA CA191,007A patent/CA1035782A/en not_active Expired

Also Published As

Publication number	Publication date
NO740229L (no)	1974-07-26
YU36009B (en)	1981-11-13
NO139170B (no)	1978-10-09
DE2402231A1 (de)	1974-08-01
NL167155C (nl)	1981-11-16
FI59986B (fi)	1981-07-31
NO139170C (no)	1979-01-31
YU13274A (en)	1981-04-30
AT337164B (de)	1977-06-10
CH585697A5 (de)	1977-03-15
DE2402231C3 (de)	1978-03-30
DE2402231B2 (de)	1977-07-28
NL167155B (nl)	1981-06-16
ATA51774A (de)	1976-10-15
CA1035782A (en)	1978-08-01
ES422540A1 (es)	1976-05-01
SE411342B (sv)	1979-12-17
NL7400637A (de)	1974-07-29
JPS49101352A (de)	1974-09-25

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