JPS6141907B2 - - Google Patents
Info
- Publication number
- JPS6141907B2 JPS6141907B2 JP14780383A JP14780383A JPS6141907B2 JP S6141907 B2 JPS6141907 B2 JP S6141907B2 JP 14780383 A JP14780383 A JP 14780383A JP 14780383 A JP14780383 A JP 14780383A JP S6141907 B2 JPS6141907 B2 JP S6141907B2
- Authority
- JP
- Japan
- Prior art keywords
- selenocyanate
- naphthalenyl
- reaction
- present
- general 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
- BUKBHPHEGMNOBE-UHFFFAOYSA-N naphthalen-1-yl selenocyanate Chemical compound C1=CC=C2C([Se]C#N)=CC=CC2=C1 BUKBHPHEGMNOBE-UHFFFAOYSA-N 0.000 claims description 9
- RUFPHBVGCFYCNW-UHFFFAOYSA-N 1-naphthylamine Chemical compound C1=CC=C2C(N)=CC=CC2=C1 RUFPHBVGCFYCNW-UHFFFAOYSA-N 0.000 claims description 8
- 229910052751 metal Inorganic materials 0.000 claims description 5
- 239000002184 metal Substances 0.000 claims description 5
- CRDYSYOERSZTHZ-UHFFFAOYSA-M selenocyanate Chemical compound [Se-]C#N CRDYSYOERSZTHZ-UHFFFAOYSA-M 0.000 claims description 5
- 239000012954 diazonium Substances 0.000 claims description 4
- 150000001989 diazonium salts Chemical class 0.000 claims description 4
- 150000003839 salts Chemical class 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 3
- 238000006243 chemical reaction Methods 0.000 description 7
- 150000001875 compounds Chemical class 0.000 description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- JBIJLHTVPXGSAM-UHFFFAOYSA-N 2-naphthylamine Chemical compound C1=CC=CC2=CC(N)=CC=C21 JBIJLHTVPXGSAM-UHFFFAOYSA-N 0.000 description 3
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 3
- 229910052783 alkali metal Inorganic materials 0.000 description 3
- 150000001336 alkenes Chemical class 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- MFJMLBJXQBYZHB-UHFFFAOYSA-N naphthalen-2-yl selenocyanate Chemical compound C1=CC=CC2=CC([Se]C#N)=CC=C21 MFJMLBJXQBYZHB-UHFFFAOYSA-N 0.000 description 3
- VDMJCVUEUHKGOY-JXMROGBWSA-N (1e)-4-fluoro-n-hydroxybenzenecarboximidoyl chloride Chemical compound O\N=C(\Cl)C1=CC=C(F)C=C1 VDMJCVUEUHKGOY-JXMROGBWSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
- -1 alkali metal salt Chemical class 0.000 description 2
- 150000001340 alkali metals Chemical class 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- 239000001632 sodium acetate Substances 0.000 description 2
- 235000017281 sodium acetate Nutrition 0.000 description 2
- 235000010288 sodium nitrite Nutrition 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- VZCFVXZALPZXDN-UHFFFAOYSA-N carbonic acid;dihydrate Chemical compound [OH3+].[OH3+].[O-]C([O-])=O VZCFVXZALPZXDN-UHFFFAOYSA-N 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- IQFVPQOLBLOTPF-HKXUKFGYSA-L congo red Chemical compound [Na+].[Na+].C1=CC=CC2=C(N)C(/N=N/C3=CC=C(C=C3)C3=CC=C(C=C3)/N=N/C3=C(C4=CC=CC=C4C(=C3)S([O-])(=O)=O)N)=CC(S([O-])(=O)=O)=C21 IQFVPQOLBLOTPF-HKXUKFGYSA-L 0.000 description 1
- SPWVRYZQLGQKGK-UHFFFAOYSA-N dichloromethane;hexane Chemical compound ClCCl.CCCCCC SPWVRYZQLGQKGK-UHFFFAOYSA-N 0.000 description 1
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 1
- 235000019341 magnesium sulphate Nutrition 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 238000005935 nucleophilic addition reaction Methods 0.000 description 1
- 230000001766 physiological effect Effects 0.000 description 1
- 238000007867 post-reaction treatment Methods 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 239000011669 selenium Substances 0.000 description 1
- 229940065287 selenium compound Drugs 0.000 description 1
- 150000003343 selenium compounds Chemical class 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- XHFLOLLMZOTPSM-UHFFFAOYSA-M sodium;hydrogen carbonate;hydrate Chemical compound [OH-].[Na+].OC(O)=O XHFLOLLMZOTPSM-UHFFFAOYSA-M 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000000638 solvent extraction Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP14780383A JPS6041661A (ja) | 1983-08-12 | 1983-08-12 | ナフタレニルセレノシアナ−トおよびその製造法 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP14780383A JPS6041661A (ja) | 1983-08-12 | 1983-08-12 | ナフタレニルセレノシアナ−トおよびその製造法 |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS6041661A JPS6041661A (ja) | 1985-03-05 |
JPS6141907B2 true JPS6141907B2 (enrdf_load_stackoverflow) | 1986-09-18 |
Family
ID=15438563
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP14780383A Granted JPS6041661A (ja) | 1983-08-12 | 1983-08-12 | ナフタレニルセレノシアナ−トおよびその製造法 |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS6041661A (enrdf_load_stackoverflow) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH066713U (ja) * | 1990-12-27 | 1994-01-28 | 株式会社竹中工務店 | ナット付きクランプ |
-
1983
- 1983-08-12 JP JP14780383A patent/JPS6041661A/ja active Granted
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH066713U (ja) * | 1990-12-27 | 1994-01-28 | 株式会社竹中工務店 | ナット付きクランプ |
Also Published As
Publication number | Publication date |
---|---|
JPS6041661A (ja) | 1985-03-05 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
HK1001328B (en) | Process for the preparation of a biphenyl derivative | |
HK1001328A1 (en) | Process for the preparation of a biphenyl derivative | |
JPH03109384A (ja) | (S)―4―ヒドロキシメチル―γ―ラクトンの製造方法 | |
JPH0579055B2 (enrdf_load_stackoverflow) | ||
JPS6141907B2 (enrdf_load_stackoverflow) | ||
JPS62201842A (ja) | 3−ヒドロキシシクロペント−4−エン−1−オン類の製造法 | |
JPS6135979B2 (enrdf_load_stackoverflow) | ||
JP3059007B2 (ja) | 1−(2−カルボキシフェニル)インダゾール誘導体の製造方法 | |
JPH08208591A (ja) | 2−アミノベンゼンスルホン酸誘導体ならびに2−アミノベンゼンスルホニルクロリド誘導体とその製造法およびその合成中間体としての使用 | |
JPS61180736A (ja) | 3−ブロモベンズアルデヒドの製造方法 | |
JP2851672B2 (ja) | 2,4,5―トリフルオロ安息香酸の製造方法 | |
SU690002A1 (ru) | Способ получени 4-метокси-1,2нафтохинона | |
JPS62167754A (ja) | シアノメチルチオ酢酸類化合物の製造方法 | |
JP2706554B2 (ja) | 4―トリフルオロメチルアニリン誘導体及びその製造法 | |
JP2004238368A (ja) | アザディールス・アルダー反応方法 | |
JP2893474B2 (ja) | 5―アミノ―2―クロロ―4―フルオロチオフェノールの製造法およびその中間化合物 | |
JPH0128013B2 (enrdf_load_stackoverflow) | ||
JP2500316B2 (ja) | 1,4,5,8―テトラキス(ハロゲノメチル)ナフタレン誘導体、およびその製造方法 | |
JPH01216965A (ja) | 2−アルコキシブロピオン酸アミド誘導体の製造方法 | |
JPH07133271A (ja) | ベンズアルデヒド誘導体及びそれを中間体とするクロマンカルボン酸誘導体の製法 | |
JPH023672A (ja) | 2,6‐ジエチルアニリン誘導体およびその製法 | |
JPH072690B2 (ja) | 3−メチル−4−ニトロフエノ−ルの製造方法 | |
JPH0513938B2 (enrdf_load_stackoverflow) | ||
JPH06247915A (ja) | アセトアミド誘導体の製造方法 | |
JPS6219426B2 (enrdf_load_stackoverflow) |