SU235034A1 - METHOD OF OBTAINING 1- (Pyridyl-4 ') - BENZIMIDAZOLE - Google Patents
METHOD OF OBTAINING 1- (Pyridyl-4 ') - BENZIMIDAZOLEInfo
- Publication number
- SU235034A1 SU235034A1 SU1199577A SU1199577A SU235034A1 SU 235034 A1 SU235034 A1 SU 235034A1 SU 1199577 A SU1199577 A SU 1199577A SU 1199577 A SU1199577 A SU 1199577A SU 235034 A1 SU235034 A1 SU 235034A1
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- benzimidazole
- pyridyl
- obtaining
- nitrobenzene
- distilled
- Prior art date
Links
- LQNUZADURLCDLV-UHFFFAOYSA-N Nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 8
- HEDRZPFGACZZDS-UHFFFAOYSA-N chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
- JYZIHLWOWKMNNX-UHFFFAOYSA-N Benzimidazole Chemical compound C1=C[CH]C2=NC=NC2=C1 JYZIHLWOWKMNNX-UHFFFAOYSA-N 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
- RYGMFSIKBFXOCR-UHFFFAOYSA-N copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 3
- 229940072033 potash Drugs 0.000 description 3
- 235000015320 potassium carbonate Nutrition 0.000 description 3
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Substances [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- VZGDMQKNWNREIO-UHFFFAOYSA-N Carbon tetrachloride Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- 230000003197 catalytic Effects 0.000 description 2
- 239000010949 copper Substances 0.000 description 2
- 229910052802 copper Inorganic materials 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- PVMNPAUTCMBOMO-UHFFFAOYSA-N 4-chloropyridine Chemical compound ClC1=CC=NC=C1 PVMNPAUTCMBOMO-UHFFFAOYSA-N 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
Description
Изобретение касаетс области получени 1-(пиридил-4)-бензимидазола, который представл ет интерес в качестве биологически активного соединени .The invention relates to the field of production of 1- (pyridyl-4) -benzimidazole, which is of interest as a biologically active compound.
Предложенный способ заключаетс в том, что бензимидазол подвергают взаимодействию с 4-хлорпиридином Б среде нитробензола в присутствии поташа и каталитического количества меди ири температуре кипеии реакционной смеси, выдел ют продукт известным способом.The proposed method consists in that the benzimidazole is reacted with 4-chloropyridine B nitrobenzene in the presence of potash and a catalytic amount of copper and the boiling point of the reaction mixture, the product is isolated in a known manner.
При м е р. 1-(Пиридил-4)-бензимидазол. 4,7 г (0,04 моль) бензимидазола, 6,6 г (0,059 моль) 4-.хлорпиридииа, 3 г (0,02 моль) измельченного поташа, 0,14 г медной бронзы и 30 мл нитробензола смешивают и нагревают при кипении с обратным холодильником в течение 6 час, после чего отгон ют нитробензол с паром. Остаток экстрагируют xлopoфopмo r, сушат поташом, отгон ют растворитель, а остаток перегон ют в вакууме, собира фракиию , кип щую при 187-190°С (12-14 мм рт. ст.), из которой экстракцией хлороформом выдел ют продукт реакции. После перекристаллизации из четыреххлористого углерода получают бесцветные кристаллы с т. пл. 113- 114°С. Вы.ход 2,8 г (Збэ/о)An example. 1- (Pyridyl-4) -benzimidazole. 4.7 g (0.04 mol) of benzimidazole, 6.6 g (0.059 mol) of 4-chloropyridia, 3 g (0.02 mol) of crushed potash, 0.14 g of copper bronze and 30 ml of nitrobenzene are mixed and heated at reflux for 6 h, after which nitrobenzene is distilled off with steam. The residue is extracted with chloroform, dried with potash, the solvent is distilled off, and the residue is distilled in vacuum, collecting fractions boiling at 187-190 ° C (12-14 mm Hg), from which the reaction product is extracted with chloroform. After recrystallization from carbon tetrachloride, colorless crystals are obtained. 113-114 ° C. You.Red 2.8 g (Zb / o)
Найдено, о/о: С 73,52; 73,66; П 5,06; 4,58; N 21,86; 21,27.Found, o / o: C 73.52; 73.66; P 5.06; 4.58; N 21.86; 21.27.
С.гПэК.S.gPeK.
Вычислено, о/о: С 73,92; П 4,64; N 21,52.Calculated, o / o: C 73.92; P 4.64; N 21.52.
Предмет изобретени Subject invention
Способ получени 1-(ппрпдил-4)-бензимидазола , отличающийс тем, что бензимидазол подвергают взаимодействию с 4-хлорппрпдином в среде нитробензола в присутствнн ноташа и каталитического количества меди при температуре кипени реакционной смеси, и целевой продукт выдел ют известным способом.A method for preparing 1- (pprpdyl-4) -benzimidazole, characterized in that the benzimidazole is reacted with 4-chloroprpdine in a nitrobenzene medium in the presence of a catalyst and a catalytic amount of copper at the boiling point of the reaction mixture, and the target product is isolated in a known manner.
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU235034A1 true SU235034A1 (en) |
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