CN100345831C - 高纯度2,6－二氯喹喔啉的制备方法 - Google Patents

高纯度2,6－二氯喹喔啉的制备方法 Download PDF

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CN100345831C
CN100345831C CNB2005100956247A CN200510095624A CN100345831C CN 100345831 C CN100345831 C CN 100345831C CN B2005100956247 A CNB2005100956247 A CN B2005100956247A CN 200510095624 A CN200510095624 A CN 200510095624A CN 100345831 C CN100345831 C CN 100345831C
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quinoxaline
dichloro
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dichloro quinoxaline
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CN1772742A (zh
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吴永虎
赵邦斌
何普泉
苏朝辉
陈克付
孙澎
丁云好
陆广美
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吴永虎
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Abstract

高纯度2、6-二氯喹喔啉的制备方法，属精细化工产品制备技术领域。其所要解决的技术问题是：提供一种无须多次提纯即能够在农药尤其是医药上普遍应用的高纯度2，6-二氯喹喔啉的制备方法。其技术要点是：将反应物6氯-2-羟基-喹喔啉与氯化剂按1∶2.5～3.5的摩尔比及催化剂加入到有机溶剂体系中，搅拌后升温至回流状况下反应；反应完毕后脱去大部分的溶剂，然后再加入溶剂及水，用液碱调节pH值至6～7之间；加入活性炭脱色后，过滤至蒸馏釜，脱去有机溶剂后即得2、6-二氯喹喔啉。其含量大于99%以上，能广泛应用于农药和医药业，大大拓宽了其使用范围。且其制备方法极其简单，工艺过程简单可控，既无需增加任何设备投资，也不增加劳动量。

Description

高纯度2，6-二氯喹喔啉的制备方法
技术领域：本发明属于精细化工产品制备技术，特别是一种高纯度2，6-二氯喹喔啉的制备方法。
背景技术：目前，工业上合成的2，6-二氯喹喔啉一次出料的含量最高仅为94％左右，作为中间体，其含量不能完全满足后续合成的要求，使其在农药尤其是在医药上的应用受到较大的限制。若需进一步提高含量，则需多次提纯，但如此一来，既大幅度地降低了收率，增加了生产成本，又增加了生产劳动量。
发明内容：本发明所要解决的技术问题是：提供一种无须多次提纯即能够在农药尤其是在医药上普遍应用的高纯度2，6-二氯喹喔啉的制备方法，且该制备方法简单可控。其技术方案是：一种高纯度2、6-二氯喹喔啉的制备方法，其技术特征在于：
(1)、将反应物6氯-2-羟基-喹喔啉与氯化剂按1∶2.5～3.5的摩尔比及催化剂加入到有机溶剂体系中，搅拌后升温至回流状况下反应5～10小时；
(2)、反应完毕后脱去大部分的溶剂，然后再加入溶剂及水，用液碱调节PH值至6～7之间；
(3)、加入活性炭脱色后，过滤至蒸馏釜，脱去有机溶剂后即得2，6-二氯喹喔啉。
上述的氯化剂为氯化亚砜或三氯氧磷。
上述的催化剂为DMF或DMA。
上述的有机溶剂为甲苯。
其技术效果为：
1、采用本发明的制备方法所生产出的2，6-二氯喹喔啉，其含量大于99％以上，能广泛应用于农药和医药业，大大拓宽了其使用范围。
2、本发明的制备方法极其简单、可靠，工艺过程简单可控，设备投资少，劳动强度低。
具体实施方式：
将110ml甲苯、8.4克6-氯-2-羟基喹喔啉、1.6克DMF、15克氯化亚砜投入到装有搅拌、冷凝器及温度计的250ml反应瓶中，投料完毕，搅拌升温至回流状态，保持温度在96～108℃之间，保温反应6小时，反应完毕后脱出有机溶剂及部分未反应完全的氯化剂(约85ml的母液，母液可套用)。然后在微负压下向体系中加入80ml的甲苯和40ml的水，破坏剩余的少量SOCl2(氯化亚砜)，滴加液碱调节PH值至6-7之间，加入1g活性炭脱色后经板框过滤至蒸馏釜，分去下层少量絮状物后用水共沸脱出约95％左右的甲苯后降温板框出料，水洗、吹压气，干燥后即得8.5g的2，6-二氯喹喔啉，GC分析含量大于99.5％，收率大于96％。

Claims (4)

1、一种高纯度2、6-二氯喹喔啉的制备方法，其技术特征在于：
(1)、将反应物6氯-2-羟基-喹喔啉与氯化剂按1∶2.5～3.5的摩尔比及催化剂加入到有机溶剂体系中，搅拌后升温至回流状况下反应5～10小时；
(2)、反应完毕后脱去大部分的溶剂，然后再加入溶剂及水，用液碱调节PH值至6～7之间；
(3)、加入活性炭脱色后，过滤至蒸馏釜，脱去有机溶剂后即得2，6-二氯喹喔啉。
2、根据权利要求1所述的一种制备方法，其特征在于：所述的氯化剂为氯化亚砜或三氯氧磷。
3、根据权利要求1所述的一种制备方法，其特征在于：所述的催化剂为DMF或DMA。
4、根据权利要求1所述的一种制备方法，其特征在于：所述的有机溶剂为甲苯。
CNB2005100956247A 2005-11-10 2005-11-10 高纯度2,6－二氯喹喔啉的制备方法 Active CN100345831C (zh)

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CN101914069A (zh) * 2010-07-29 2010-12-15 安徽丰乐农化有限责任公司 6-氯-2-羟基喹喔啉的氯化新工艺

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4083977A (en) * 1974-09-19 1978-04-11 Eli Lilly And Company Novel insecticidal 1-(substituted benzoyl)-3-(substituted pyrazinyl)ureas
US4160384A (en) * 1977-06-01 1979-07-10 Carl Schenck Ag Process for the turning-in of a part to be balanced affected by imbalance
US4582526A (en) * 1982-12-17 1986-04-15 Hoffmann-La Roche Inc. Carbamic acid ester herbicides
US4636562A (en) * 1982-05-07 1987-01-13 E. I. Du Pont De Nemours And Company Process for preparing 6-halo-2-chloroquinoxaline
WO1991001977A1 (de) * 1989-08-05 1991-02-21 Hoechst Aktiengesellschaft Verfahren zur herstellung von 2,6-dichlorchinoxalin
EP0672662A1 (en) * 1994-03-04 1995-09-20 Eli Lilly And Company Quinoxaline derivative used in the treatment of tumours

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4083977A (en) * 1974-09-19 1978-04-11 Eli Lilly And Company Novel insecticidal 1-(substituted benzoyl)-3-(substituted pyrazinyl)ureas
US4160384A (en) * 1977-06-01 1979-07-10 Carl Schenck Ag Process for the turning-in of a part to be balanced affected by imbalance
US4636562A (en) * 1982-05-07 1987-01-13 E. I. Du Pont De Nemours And Company Process for preparing 6-halo-2-chloroquinoxaline
US4582526A (en) * 1982-12-17 1986-04-15 Hoffmann-La Roche Inc. Carbamic acid ester herbicides
WO1991001977A1 (de) * 1989-08-05 1991-02-21 Hoechst Aktiengesellschaft Verfahren zur herstellung von 2,6-dichlorchinoxalin
EP0672662A1 (en) * 1994-03-04 1995-09-20 Eli Lilly And Company Quinoxaline derivative used in the treatment of tumours

Non-Patent Citations (3)

* Cited by examiner, † Cited by third party
Title
A FACILE SYNTHESIS OF NOVEL TRICYCLICCOMPOUND,TETRAZOLOQUINOXALINES AND1,2,4-TRIAZOLOQUINOXALINES Kenzi Makino,et al,HETEROCYCLES,Vol.23 No.(8) 0198 *
THE SYNTHESISI OF NOVEL2-(2-QUINOXALINYL)PYRIDAZIN-3(2H)-ONES Kenzi Makino,et al,HETEROCYCLES,Vol.23 No.(10) 1985 *
喹禾灵的合成 高学民等，农药，第37卷第(7)期 1998 *

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