JPS6348863B2 - - Google Patents
Info
- Publication number
- JPS6348863B2 JPS6348863B2 JP1975480A JP1975480A JPS6348863B2 JP S6348863 B2 JPS6348863 B2 JP S6348863B2 JP 1975480 A JP1975480 A JP 1975480A JP 1975480 A JP1975480 A JP 1975480A JP S6348863 B2 JPS6348863 B2 JP S6348863B2
- Authority
- JP
- Japan
- Prior art keywords
- crystals
- reaction
- quaternary ammonium
- acetonitrile
- formula
- Prior art date
- 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
Links
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims description 66
- 239000013078 crystal Substances 0.000 claims description 37
- NEHMKBQYUWJMIP-UHFFFAOYSA-N chloromethane Chemical compound ClC NEHMKBQYUWJMIP-UHFFFAOYSA-N 0.000 claims description 30
- 150000003242 quaternary ammonium salts Chemical class 0.000 claims description 22
- 229940050176 methyl chloride Drugs 0.000 claims description 15
- 238000004519 manufacturing process Methods 0.000 claims description 9
- 239000007810 chemical reaction solvent Substances 0.000 claims description 5
- 125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 claims description 4
- 125000001302 tertiary amino group Chemical group 0.000 claims description 3
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims description 2
- 150000003863 ammonium salts Chemical class 0.000 claims description 2
- 238000006243 chemical reaction Methods 0.000 description 23
- 150000001408 amides Chemical class 0.000 description 9
- 239000002904 solvent Substances 0.000 description 8
- 238000000862 absorption spectrum Methods 0.000 description 7
- 239000011541 reaction mixture Substances 0.000 description 7
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 6
- NWVVVBRKAWDGAB-UHFFFAOYSA-N p-methoxyphenol Chemical compound COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 description 6
- 239000002994 raw material Substances 0.000 description 6
- 238000000034 method Methods 0.000 description 5
- 238000006116 polymerization reaction Methods 0.000 description 5
- FLCAEMBIQVZWIF-UHFFFAOYSA-N 6-(dimethylamino)-2-methylhex-2-enamide Chemical compound CN(C)CCCC=C(C)C(N)=O FLCAEMBIQVZWIF-UHFFFAOYSA-N 0.000 description 4
- 239000003960 organic solvent Substances 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 238000005481 NMR spectroscopy Methods 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 238000010992 reflux Methods 0.000 description 3
- 238000000926 separation method Methods 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- ZWAPMFBHEQZLGK-UHFFFAOYSA-N 5-(dimethylamino)-2-methylidenepentanamide Chemical compound CN(C)CCCC(=C)C(N)=O ZWAPMFBHEQZLGK-UHFFFAOYSA-N 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- 125000002091 cationic group Chemical group 0.000 description 2
- -1 etc. Substances 0.000 description 2
- 239000008394 flocculating agent Substances 0.000 description 2
- 230000020169 heat generation Effects 0.000 description 2
- 230000007062 hydrolysis Effects 0.000 description 2
- 238000006460 hydrolysis reaction Methods 0.000 description 2
- 239000003112 inhibitor Substances 0.000 description 2
- DCBBWYIVFRLKCD-UHFFFAOYSA-N n-[2-(dimethylamino)ethyl]-2-methylprop-2-enamide Chemical compound CN(C)CCNC(=O)C(C)=C DCBBWYIVFRLKCD-UHFFFAOYSA-N 0.000 description 2
- DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 description 1
- 239000004129 EU approved improving agent Substances 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical class CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 239000005456 alcohol based solvent Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 239000002216 antistatic agent Substances 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 230000033228 biological regulation Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 229920006317 cationic polymer Polymers 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 description 1
- NEHMKBQYUWJMIP-NJFSPNSNSA-N chloro(114C)methane Chemical compound [14CH3]Cl NEHMKBQYUWJMIP-NJFSPNSNSA-N 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 238000000921 elemental analysis Methods 0.000 description 1
- 239000003623 enhancer Substances 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000012456 homogeneous solution Substances 0.000 description 1
- 238000007602 hot air drying Methods 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- RCLLINSDAJVOHP-UHFFFAOYSA-N n-ethyl-n',n'-dimethylprop-2-enehydrazide Chemical compound CCN(N(C)C)C(=O)C=C RCLLINSDAJVOHP-UHFFFAOYSA-N 0.000 description 1
- 239000000123 paper Substances 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000011403 purification operation Methods 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 238000005070 sampling Methods 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- XTVMVURVHWXSFR-UHFFFAOYSA-M tetrabutylazanium;bromite Chemical compound [O-]Br=O.CCCC[N+](CCCC)(CCCC)CCCC XTVMVURVHWXSFR-UHFFFAOYSA-M 0.000 description 1
- 238000001291 vacuum drying Methods 0.000 description 1
- 239000002351 wastewater Substances 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1975480A JPS56118049A (en) | 1980-02-21 | 1980-02-21 | Preparation of unsaturated quaternary ammonium salt |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1975480A JPS56118049A (en) | 1980-02-21 | 1980-02-21 | Preparation of unsaturated quaternary ammonium salt |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS56118049A JPS56118049A (en) | 1981-09-16 |
| JPS6348863B2 true JPS6348863B2 (enrdf_load_stackoverflow) | 1988-09-30 |
Family
ID=12008125
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP1975480A Granted JPS56118049A (en) | 1980-02-21 | 1980-02-21 | Preparation of unsaturated quaternary ammonium salt |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS56118049A (enrdf_load_stackoverflow) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2590567B1 (fr) * | 1985-11-27 | 1988-07-15 | Charbonnages Ste Chimique | Nouveau procede de synthese de (meth)acrylamide de n-dialkylaminoalkyle |
-
1980
- 1980-02-21 JP JP1975480A patent/JPS56118049A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS56118049A (en) | 1981-09-16 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JPS6348863B2 (enrdf_load_stackoverflow) | ||
| JPH0582402B2 (enrdf_load_stackoverflow) | ||
| JPS62164672A (ja) | １，２−ジメチルイミダゾ−ルの製造法 | |
| RU2154060C2 (ru) | Способ получения 5-замещенного 2-хлорпиридина | |
| JPH0495053A (ja) | 不飽和第４級アンモニウム塩水溶液の製造方法 | |
| JPH02200661A (ja) | アルカンスルホンアミド類の製法 | |
| US3023241A (en) | Preparation of acyl hydrazine derivatives | |
| CN111393314A (zh) | 2-烷基-2-氨基丙酸酯盐酸盐的制备方法 | |
| US5091540A (en) | Process for preparing clotrimazole | |
| JP2527599B2 (ja) | アミドアルカンスルホン酸の製造方法 | |
| JPS63166852A (ja) | エステル基を含有するｎ−置換アクリルアミド | |
| JPH0510332B2 (enrdf_load_stackoverflow) | ||
| MXPA04011736A (es) | Procedimiento para la obtencion de modificaciones cristalinas especificas de substancias polimeras. | |
| JP3640319B2 (ja) | ベンズアミド誘導体の製造方法 | |
| CN110590591A (zh) | 一种碘克沙醇，碘海醇杂质的制备方法 | |
| JP2691020B2 (ja) | Ｎ―ｔ―ブチルアクリルアミドの製造法 | |
| JPS6310149B2 (enrdf_load_stackoverflow) | ||
| JPH0632768A (ja) | 不飽和第４級アンモニウム塩の製法 | |
| JPS6125713B2 (enrdf_load_stackoverflow) | ||
| JPS63425B2 (enrdf_load_stackoverflow) | ||
| RU2124005C1 (ru) | Способ получения 4-(4-n,n-диметиламинофенил)пиридина | |
| US4375543A (en) | N-[3-(1'-3"-Oxapentamethylene-amino-ethylideneamino)-2,4,6-triiodobenzoyl]-β-amino-α- methylpropionitrile in process to make corresponding acid | |
| JPH1072419A (ja) | ｔｅｒｔ−ロイシンの製造方法 | |
| JPH03188052A (ja) | 酢酸ビニルからのエチリデンビスホルムアミドの合成 | |
| JPH02212457A (ja) | 不飽和第４級アンモニウム塩の製造方法 |