JPS626544B2 - - Google Patents

Info

Publication number: JPS626544B2
Authority: JP; Japan
Prior art keywords: lower alkyl; alkyl group; aryl; formula; group
Prior art date: 1978-06-16
Legal status (The legal status 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 status listed.): Expired

Application number

JP7222278A

Other languages

English (en)

Japanese (ja)

Other versions

JPS55319A (en

Inventor

Minoru Sekya

Keiichi Ito

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Fujifilm Wako Pure Chemical Corp

Original Assignee

Wako Pure Chemical Industries Ltd

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.)

1978-06-16

Filing date

1978-06-16

Publication date

1987-02-12

1978-06-16 Application filed by Wako Pure Chemical Industries Ltd filed Critical Wako Pure Chemical Industries Ltd

1978-06-16 Priority to JP7222278A priority Critical patent/JPS55319A/ja

1980-01-05 Publication of JPS55319A publication Critical patent/JPS55319A/ja

1987-02-12 Publication of JPS626544B2 publication Critical patent/JPS626544B2/ja

Status Granted legal-status Critical Current

Links

125000000217 alkyl group Chemical group 0.000 claims description 16
238000006243 chemical reaction Methods 0.000 claims description 14
239000000126 substance Substances 0.000 claims description 11
150000001875 compounds Chemical class 0.000 claims description 10
125000003118 aryl group Chemical group 0.000 claims description 9
230000002378 acidificating effect Effects 0.000 claims description 8
125000004432 carbon atom Chemical group C* 0.000 claims description 8
238000004519 manufacturing process Methods 0.000 claims description 7
125000002947 alkylene group Chemical group 0.000 claims description 6
238000000034 method Methods 0.000 claims description 5
239000003513 alkali Substances 0.000 claims description 2
125000001183 hydrocarbyl group Chemical group 0.000 claims 1
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 27
-1 N-benzyl-4-diazomethyl-N-methylbenzenesulfonamide Chemical compound 0.000 description 15
KXDAEFPNCMNJSK-UHFFFAOYSA-N Benzamide Chemical compound NC(=O)C1=CC=CC=C1 KXDAEFPNCMNJSK-UHFFFAOYSA-N 0.000 description 14
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 13
239000000243 solution Substances 0.000 description 12
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 10
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 8
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 8
238000003756 stirring Methods 0.000 description 8
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 7
239000013078 crystal Substances 0.000 description 7
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 6
239000002253 acid Substances 0.000 description 6
MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 6
150000007513 acids Chemical class 0.000 description 5
150000001408 amides Chemical class 0.000 description 5
150000008049 diazo compounds Chemical class 0.000 description 5
239000000047 product Substances 0.000 description 5
230000009257 reactivity Effects 0.000 description 5
125000001424 substituent group Chemical group 0.000 description 5
ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 4
UZJLYRRDVFWSGA-UHFFFAOYSA-N n-benzylacetamide Chemical compound CC(=O)NCC1=CC=CC=C1 UZJLYRRDVFWSGA-UHFFFAOYSA-N 0.000 description 4
229910052757 nitrogen Inorganic materials 0.000 description 4
239000002994 raw material Substances 0.000 description 4
LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 4
YXHKONLOYHBTNS-UHFFFAOYSA-N Diazomethane Chemical compound C=[N+]=[N-] YXHKONLOYHBTNS-UHFFFAOYSA-N 0.000 description 3
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
238000010521 absorption reaction Methods 0.000 description 3
150000001735 carboxylic acids Chemical class 0.000 description 3
239000003153 chemical reaction reagent Substances 0.000 description 3
239000000203 mixture Substances 0.000 description 3
239000000843 powder Substances 0.000 description 3
239000002904 solvent Substances 0.000 description 3
150000003460 sulfonic acids Chemical class 0.000 description 3
KEQGZUUPPQEDPF-UHFFFAOYSA-N 1,3-dichloro-5,5-dimethylimidazolidine-2,4-dione Chemical compound CC1(C)N(Cl)C(=O)N(Cl)C1=O KEQGZUUPPQEDPF-UHFFFAOYSA-N 0.000 description 2
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 2
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
ZAFNJMIOTHYJRJ-UHFFFAOYSA-N Diisopropyl ether Chemical compound CC(C)OC(C)C ZAFNJMIOTHYJRJ-UHFFFAOYSA-N 0.000 description 2
239000007864 aqueous solution Substances 0.000 description 2
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 2
229910052794 bromium Inorganic materials 0.000 description 2
239000000460 chlorine Substances 0.000 description 2
229910052801 chlorine Inorganic materials 0.000 description 2
XTHPWXDJESJLNJ-UHFFFAOYSA-N chlorosulfonic acid Substances OS(Cl)(=O)=O XTHPWXDJESJLNJ-UHFFFAOYSA-N 0.000 description 2
238000000354 decomposition reaction Methods 0.000 description 2
229910052736 halogen Inorganic materials 0.000 description 2
150000002367 halogens Chemical group 0.000 description 2
239000003960 organic solvent Substances 0.000 description 2
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
238000000926 separation method Methods 0.000 description 2
235000010288 sodium nitrite Nutrition 0.000 description 2
RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
WTLKTXIHIHFSGU-UHFFFAOYSA-N 2-nitrosoguanidine Chemical compound NC(N)=NN=O WTLKTXIHIHFSGU-UHFFFAOYSA-N 0.000 description 1
CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 1
IOVCWXUNBOPUCH-UHFFFAOYSA-N Nitrous acid Chemical compound ON=O IOVCWXUNBOPUCH-UHFFFAOYSA-N 0.000 description 1
239000002168 alkylating agent Substances 0.000 description 1
229940100198 alkylating agent Drugs 0.000 description 1
125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
239000007795 chemical reaction product Substances 0.000 description 1
238000001816 cooling Methods 0.000 description 1
238000001514 detection method Methods 0.000 description 1
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
238000010438 heat treatment Methods 0.000 description 1
239000012456 homogeneous solution Substances 0.000 description 1
150000002430 hydrocarbons Chemical group 0.000 description 1
239000005457 ice water Substances 0.000 description 1
230000007774 longterm Effects 0.000 description 1
238000002844 melting Methods 0.000 description 1
230000008018 melting Effects 0.000 description 1
QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
238000007034 nitrosation reaction Methods 0.000 description 1
125000000018 nitroso group Chemical group N(=O)* 0.000 description 1
239000011591 potassium Substances 0.000 description 1
229910052700 potassium Inorganic materials 0.000 description 1
239000002244 precipitate Substances 0.000 description 1
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
238000011002 quantification Methods 0.000 description 1
238000010992 reflux Methods 0.000 description 1
150000003839 salts Chemical class 0.000 description 1
150000003335 secondary amines Chemical class 0.000 description 1
239000011734 sodium Substances 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
239000000725 suspension Substances 0.000 description 1

Landscapes

Investigating Or Analyzing Non-Biological Materials By The Use Of Chemical Means (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

JP7222278A 1978-06-16 1978-06-16 N,n-dialkyl-4-diazomethylbenzene sulfonamide, its preparation, and detection, determination and separation of acidic substance using the compound Granted JPS55319A (en)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
JP7222278A JPS55319A (en)	1978-06-16	1978-06-16	N,n-dialkyl-4-diazomethylbenzene sulfonamide, its preparation, and detection, determination and separation of acidic substance using the compound

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
JP7222278A JPS55319A (en)	1978-06-16	1978-06-16	N,n-dialkyl-4-diazomethylbenzene sulfonamide, its preparation, and detection, determination and separation of acidic substance using the compound

Publications (2)

Publication Number	Publication Date
JPS55319A JPS55319A (en)	1980-01-05
JPS626544B2 true JPS626544B2 (id)	1987-02-12

Family

ID=13482999

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
JP7222278A Granted JPS55319A (en)	1978-06-16	1978-06-16	N,n-dialkyl-4-diazomethylbenzene sulfonamide, its preparation, and detection, determination and separation of acidic substance using the compound

Country Status (1)

Country	Link
JP (1)	JPS55319A (id)

1978
- 1978-06-16 JP JP7222278A patent/JPS55319A/ja active Granted

Also Published As

Publication number	Publication date
JPS55319A (en)	1980-01-05

Publication	Publication Date	Title
JPS62169755A (ja)	1987-07-25	テトラクロロ−２−シアノ安息香酸アルキルエステルの製造方法
CN114105984A (zh)	2022-03-01	吲哚嗪类抗蚀剂的制备方法
JPS626544B2 (id)	1987-02-12
US2376424A (en)	1945-05-22	Biological product and process of obtaining same
JPH01156965A (ja)	1989-06-20	チオヒダントイン化合物
JPS5845429B2 (ja)	1983-10-08	ベンゾグアナミン誘導体
Jacobson et al.	1953	Studies in tetrazole chemistry. I. Side chain acid derivatives
JPS59141581A (ja)	1984-08-14	リボフラビンの改良製造法
JP2533690B2 (ja)	1996-09-11	スルホンアミド誘導体
JPS5817461B2 (ja)	1983-04-07	ブチロフェノン誘導体の製造法
JPH06192234A (ja)	1994-07-12	オトロ酸の製法
JPH0140833B2 (id)	1989-08-31
JPH01242560A (ja)	1989-09-27	ｏ−アミノフエノール類の製造方法
JPH05246961A (ja)	1993-09-24	芳香族アミン誘導体の製造方法
Koelsch	1944	The Stability of 1-Nitrosopiperidine to Ethyl Sodiomalonate
JPH05331150A (ja)	1993-12-14	２−アルコキシ−３−スルファニルアミドピラジンの製法
JPS63203631A (ja)	1988-08-23	α−アリ−ルプロピオン酸の製造方法
JP2000103766A (ja)	2000-04-11	２，６−ジイソプロピルアニリンの精製法およびトリまたはジアリールメタンの製造法
RU2311412C1 (ru)	2007-11-27	Способ получения 1,3-ди[4-(6-метил-4-пиримидинон-2-тио)метилфенил]адамантана
JPH0532591A (ja)	1993-02-09	ｏ−ヒドロキシニトロソ芳香族化合物の金属錯体の製造方法
JPS58154537A (ja)	1983-09-14	オキシ安息香酸低級アルアルキルエステルの製造法
JPS58148870A (ja)	1983-09-05	２−〔４−（２−チアゾリルオキシ）フエニル〕プロピオン酸の工業的製造法
JPS63152668A (ja)	1988-06-25	トリスアゾ顔料の製造方法
JPS6149299B2 (id)	1986-10-29
Rosenfeld	1940	N-Alkyl Tetrachlorphthalimides in the Gabriel Synthesis of Primary Amines