SU166326A1 - YULUCHENIE N-FENIL-N, N'-DIMETHYLMOLOCHEVINA - Google Patents
YULUCHENIE N-FENIL-N, N'-DIMETHYLMOLOCHEVINAInfo
- Publication number
- SU166326A1 SU166326A1 SU883452A SU883452A SU166326A1 SU 166326 A1 SU166326 A1 SU 166326A1 SU 883452 A SU883452 A SU 883452A SU 883452 A SU883452 A SU 883452A SU 166326 A1 SU166326 A1 SU 166326A1
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- yuluchenie
- dimethylmolochevina
- fenil
- phenyl
- dimethylamine
- Prior art date
Links
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 10
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- XPFRXWCVYUEORT-UHFFFAOYSA-N Phenacemide Chemical compound NC(=O)NC(=O)CC1=CC=CC=C1 XPFRXWCVYUEORT-UHFFFAOYSA-N 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 229960003396 phenacemide Drugs 0.000 description 3
- NIQCNGHVCWTJSM-UHFFFAOYSA-N Dimethyl phthalate Chemical compound COC(=O)C1=CC=CC=C1C(=O)OC NIQCNGHVCWTJSM-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- XGEGHDBEHXKFPX-UHFFFAOYSA-N N-methyl urea Chemical compound CNC(N)=O XGEGHDBEHXKFPX-UHFFFAOYSA-N 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 230000003993 interaction Effects 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- ZTIMKJROOYMUMU-UHFFFAOYSA-N butyl n-phenylcarbamate Chemical compound CCCCOC(=O)NC1=CC=CC=C1 ZTIMKJROOYMUMU-UHFFFAOYSA-N 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- ZPUCINDJVBIVPJ-LJISPDSOSA-N cocaine Chemical compound O([C@H]1C[C@@H]2CC[C@@H](N2C)[C@H]1C(=O)OC)C(=O)C1=CC=CC=C1 ZPUCINDJVBIVPJ-LJISPDSOSA-N 0.000 description 1
- FBSAITBEAPNWJG-UHFFFAOYSA-N dimethyl phthalate Natural products CC(=O)OC1=CC=CC=C1OC(C)=O FBSAITBEAPNWJG-UHFFFAOYSA-N 0.000 description 1
- 229960001826 dimethylphthalate Drugs 0.000 description 1
- 230000002363 herbicidal effect Effects 0.000 description 1
- 239000004009 herbicide Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- DGTNSSLYPYDJGL-UHFFFAOYSA-N phenyl isocyanate Chemical compound O=C=NC1=CC=CC=C1 DGTNSSLYPYDJGL-UHFFFAOYSA-N 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 230000007096 poisonous effect Effects 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000012264 purified product Substances 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
Description
Известен способ получени Ы-фенил-Ы, Nдкметилмочевнны , используемой в качестве гербицида (фенурон), взаимодействием фенилизоцианата с диметиламином. Дл получени исходного финнлизоцианата используют фосген - довитый агрессивный реагент.A known method of producing N-phenyl-N, N-methyl urea, used as a herbicide (phenuron), by the interaction of phenyl isocyanate with dimethylamine. Phosgene, a poisonous aggressive reagent, is used to prepare the initial finisocyanate.
Предложено взаимодействию с диметилфталатом подвергать бутил-Ы-фенилкарбамат.It was proposed to subject the interaction with dimethyl phthalate to butyl-L-phenylcarbamate.
Реакцию провод т в сосуде, соединенном с пр мым холодильником. Нелетучий целевой продукт накапливают в реакторе, а сннрт и избыток амина отгон ют. Спирт и амин иснользуют повторно.The reaction is carried out in a vessel connected to a direct cooler. The non-volatile target product is accumulated in the reactor, and the snort and excess amine are distilled off. Alcohol and amine are reused.
Пример. Дл синтеза М-фенил-М, N-диметилмочевины (фенурон) используют 97 г (0,5 моль) бутил-К-фенилкарбамата (т. ил. 82°С).Example. For the synthesis of M-phenyl-M, N-dimethylurea (phenuron), 97 g (0.5 mol) of butyl-K-phenylcarbamate (T. Il. 82 ° C) are used.
Карбамат расплавл етс и быстро нагреваетс до 180°С. После этого в течение 2,5 час свод т 56,25 г диметиламина (1,25 моль).The carbamate melts and heats quickly to 180 ° C. Then, over 2.5 hours, 56.25 g of dimethylamine (1.25 mol) are reduced.
Температура реакции держитс в пределах 175-185°С.The reaction temperature is kept in the range of 175-185 ° C.
Получают реакцнонной N-фeнил-N , N-диметилмочевины 90 г; реакционного бутанола- 63 мл (насыщен диметиламином). Реакционный продукт имеет т. нл. . 5 г нррдукта измельчают и промывают 15 мл бензола. Не растворимого в бензоле остатка (очищенный фенурон) получают 4,6 г. Т. нл. очищенного продукта 123°С; продукт идентичен с образцом X. ч. Ы-фенил-М, N-диметнлмочевины (добавка дает повыщение температуры плавлени до 123,5°С).Receive reactionary N-phenyl-N, N-dimethylurea 90 g; reaction butanol - 63 ml (saturated with dimethylamine). The reaction product is so nl. . 5 g of the mineral powder are crushed and washed with 15 ml of benzene. The residue not soluble in benzene (purified phenuron) is 4.6 g. T. nl. purified product 123 ° C; the product is identical with sample X. h. N-phenyl-M, N-dimethyl urea (the additive raises the melting point to 123.5 ° C).
Предмет изобретени Subject invention
Способ получени -фенил-Ы, N-днметилмочевпны на основе диметиламина, отличающийс тем, что, с целью уирощени и обеспечени безопасностн нроцесса, диметиламин подвергают взаимодействию с расплавленным бутил-N-фенилкарбаматом.The method for the preparation of α-phenyl-L, N-dimethyl urea based on dimethylamine, characterized in that, in order to alleviate and ensure the safety of the process, dimethylamine is reacted with molten butyl-N-phenylcarbamate.
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU166326A1 true SU166326A1 (en) |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1981002156A1 (en) * | 1980-01-25 | 1981-08-06 | Reanal Finomvegyszergyar | Process for the preparation of n-aryl-n'-(mono-or disubstiuted)-urea derivatives |
| US5283362A (en) * | 1991-08-16 | 1994-02-01 | Chemie Linz Gesellschaft M.B.H. | Process for the preparation of pure N,N'-asymmetrically substituted phenylureas |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1981002156A1 (en) * | 1980-01-25 | 1981-08-06 | Reanal Finomvegyszergyar | Process for the preparation of n-aryl-n'-(mono-or disubstiuted)-urea derivatives |
| US5283362A (en) * | 1991-08-16 | 1994-02-01 | Chemie Linz Gesellschaft M.B.H. | Process for the preparation of pure N,N'-asymmetrically substituted phenylureas |
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