CN102321039A - Synthesis of electronic chemical 5-amino tetrazole - Google Patents
Synthesis of electronic chemical 5-amino tetrazole Download PDFInfo
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- CN102321039A CN102321039A CN201110222543A CN201110222543A CN102321039A CN 102321039 A CN102321039 A CN 102321039A CN 201110222543 A CN201110222543 A CN 201110222543A CN 201110222543 A CN201110222543 A CN 201110222543A CN 102321039 A CN102321039 A CN 102321039A
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- amino tetrazole
- acid
- hydrazine hydrate
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- chemical product
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Abstract
The invention discloses a synthesis and production method of an electronic chemical 5-amino tetrazole. The method comprises the following steps of: firstly carrying out neutralization reaction on hydrazine hydrate and acid, then adding a cyanamide aqueous solution, reacting to generate aminoguanidine salt, carrying out diazotization with sodium nitrite under acidic conditions to obtain ether azide, carrying out ring-closure reaction under alkaline conditions to obtain a crude product of the 5-amino tetrazole, and refining with water to obtain a qualified product. The method disclosed by the invention has simple process and high product yield, and is easy to operate.
Description
Technical field
The present invention relates to the synthetic of the amino tetrazole of a kind of electronic chemical product 5-.
Background technology
The amino tetrazole production of existing 5-is to be that starting raw material and reaction of sodium azide cyclization obtain with the Dyhard RU 100, uses the sodiumazide hazardous in the technology, easily blast.
Summary of the invention
The object of the present invention is to provide a kind of technology simple and safe reliable, the working method of the amino tetrazole of 5-that yield is high.
Technical solution of the present invention is:
By Hydrazine Hydrate 80 and acid neutralization earlier, add the cyanamide aqueous solution then, generate aminoguanidine salt; Under acidic conditions, obtaining nitrine with Sodium Nitrite diazotization narrows; Closed loop obtains the amino tetrazole bullion of 5-under alkaline condition, makes the amino tetrazole of specification product 5-through the crystal, reaction formula:
Reaction raw materials Hydrazine Hydrate 80: acid: cyanamide: the mol ratio=1:0.8-1.5:0.8-1.5:0.8-1.5 of Sodium Nitrite.
Technology of the present invention is simple, and safety is easy to operate, and product yield is high.
Below in conjunction with embodiment the present invention is described further:
Embodiment:
Embodiment 1:
In 1000 milliliters there-necked flask, add Hydrazine Hydrate 80 81 grams; Stir and slowly add sulfuric acid 39 grams down; Through beginning quick dropping, make temperature reach 40 ℃, controlled temperature is after adding all reinforced the end with 30% cyanamide, 180 grams between 28-32 ℃ fast; Be warmed up to 60 ℃, and under this temperature, kept constant temperature 3 hours.After being cooled to about 35 ℃, add reagent hydrochloric acid 200 grams, control reaction temperature is at 10-15 ℃, and the sodium nitrite solution with the water preparation of the Sodium Nitrite of 82.8 grams and 238 grams in the time about 1.5 hours is added drop-wise to upper mattress liquid.Control reaction solution constant temperature 18 hours between 20-25 ℃; Add the solution of water preparation of sodium hydroxide and 100 milliliters of 90 grams, heat to 85 ℃, maintain between 85 ℃-88 ℃ of the temperature 3 hours, be cooled to 10 ℃, obtain solid filtering, filter cake.Top filter cake is heated to 85 ℃ and decoloured 1 hour with the gac of 300 milliliters water and 4 grams, and filtered while hot obtains filtrating, and filtrating is cooled to 10 ℃ of filtrations and obtains product.Oven dry obtains the product fusing point more than 203 ℃, quantity 55 grams.
Embodiment 2:
In 1000 milliliters there-necked flask, add Hydrazine Hydrate 80 81 grams; Stir and slowly add concentrated hydrochloric acid 78.9 grams down; Through beginning quick dropping, make temperature reach 40 ℃, controlled temperature is after adding all reinforced the end with 30% cyanamide, 180 grams between 28-32 ℃ fast; Be warmed up to 60 ℃, and under this temperature, kept constant temperature 3 hours.After being cooled to about 35 ℃, add reagent hydrochloric acid 128 grams, control reaction temperature is at 10-15 ℃, and the sodium nitrite solution with the water preparation of the Sodium Nitrite of 82.8 grams and 238 grams in the time about 1.5 hours is added drop-wise to upper mattress liquid.Control reaction solution constant temperature 18 hours between 20-25 ℃; Add the solution of water preparation of sodium hydroxide and 100 milliliters of 48.5 grams, heat to 85 ℃, maintain between 85 ℃-88 ℃ of the temperature 3 hours, be cooled to 10 ℃, obtain solid filtering, filter cake.Top filter cake is heated to 85 ℃ and decoloured 1 hour with the gac of 300 milliliters water and 4 grams, and filtered while hot obtains filtrating, and filtrating is cooled to 10 ℃ of filtrations and obtains product.Oven dry obtains the product fusing point more than 203 ℃, quantity 75 grams.
Claims (6)
1. the amino tetrazole of electronic chemical product 5-is synthetic; It is characterized in that: by Hydrazine Hydrate 80 and acid neutralization earlier; Add the cyanamide aqueous solution then; Generate aminoguanidine salt; Under acidic conditions, obtaining nitrine with Sodium Nitrite diazotization narrows; Closed loop obtains the amino tetrazole bullion of 5-under alkaline condition, makes the amino tetrazole of specification product 5-, reaction formula:
through the crystal.
2. synthesizing of the amino tetrazole of a kind of electronic chemical product 5-according to claim 1, it is characterized in that: Hydrazine Hydrate 80 and acid neutralization, sour X wherein is sulfuric acid or hydrochloric acid or oxalic acid or Glacial acetic acid min. 99.5.
3. synthesizing of the amino tetrazole of a kind of electronic chemical product 5-according to claim 1, it is characterized in that: Hydrazine Hydrate 80 and sour neutral ratio are that the mol ratio of Hydrazine Hydrate 80 and acid is 1:0.8-1.5; Neutral temperature is 0-100 ℃.
4. synthesizing of the amino tetrazole of a kind of electronic chemical product 5-according to claim 1; It is characterized in that: Hydrazine Hydrate 80 adds the cyanamide aqueous solution with acid neutralization back; Wherein adding and temperature of reaction are 0-100 ℃, Hydrazine Hydrate 80: acid: the mol ratio=1:0.8-1.5:0.8-1.5 of cyanamide.
5. synthesizing of the amino tetrazole of a kind of electronic chemical product 5-according to claim 1; It is characterized in that: it is to react under acidic conditions from top aminoguanidine salt to obtain that nitrine is narrowed; Acidic conditions is meant reaction system PH=1-4; Temperature of reaction is-5 to 30 ℃, and the Sodium Nitrite that reaction raw materials uses is Hydrazine Hydrate 80: acid: cyanamide: the mol ratio=1:0.8-1.5:0.8-1.5:0.8-1.5 of Sodium Nitrite.
6. synthesizing of the amino tetrazole of a kind of electronic chemical product 5-according to claim 1; It is characterized in that: the amino tetrazole of bullion 5-is that the nitrine that makes from above narrows that closed loop obtains under alkaline condition; Wherein alkaline condition is meant PH8-12, and closed loop thermal is meant 40-120 ℃.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201110222543A CN102321039A (en) | 2011-08-04 | 2011-08-04 | Synthesis of electronic chemical 5-amino tetrazole |
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| Application Number | Priority Date | Filing Date | Title |
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| CN201110222543A CN102321039A (en) | 2011-08-04 | 2011-08-04 | Synthesis of electronic chemical 5-amino tetrazole |
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| CN102321039A true CN102321039A (en) | 2012-01-18 |
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| CN201110222543A Pending CN102321039A (en) | 2011-08-04 | 2011-08-04 | Synthesis of electronic chemical 5-amino tetrazole |
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103694187A (en) * | 2014-01-06 | 2014-04-02 | 四川大学 | 5-amino-1-benzamido tetrazole and metal complex thereof |
| CN109666950A (en) * | 2018-11-22 | 2019-04-23 | 浙江工业大学 | method for electrochemically synthesizing tetrazole compound |
| CN115745848A (en) * | 2022-12-07 | 2023-03-07 | 上海优合生物科技有限公司 | Processing and synthesizing process of aminoguanidine |
Citations (5)
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|---|---|---|---|---|
| US3557285A (en) * | 1969-03-06 | 1971-01-19 | Armour Pharma | Methods for providing muscle relaxation with 1-(substituted) - 5-amino-tetrazoles |
| EP0669325A1 (en) * | 1994-02-24 | 1995-08-30 | Nippon Carbide Kogyo Kabushiki Kaisha | Process for producing 5-amino-tetrazole |
| CN1580040A (en) * | 2003-08-06 | 2005-02-16 | 中国科学院兰州化学物理研究所 | Amino protective reagent azido tert.-butyl formate synthesizing method |
| CN101735144A (en) * | 2009-12-11 | 2010-06-16 | 西北农林科技大学 | Synthesizing method of isonicotinyl hydrazine azide |
| CN102093365A (en) * | 2011-02-26 | 2011-06-15 | 西陇化工股份有限公司 | Method for producing 4-hydroxy-6-methyl-1,3,3a,7-tetraazaindene |
-
2011
- 2011-08-04 CN CN201110222543A patent/CN102321039A/en active Pending
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3557285A (en) * | 1969-03-06 | 1971-01-19 | Armour Pharma | Methods for providing muscle relaxation with 1-(substituted) - 5-amino-tetrazoles |
| EP0669325A1 (en) * | 1994-02-24 | 1995-08-30 | Nippon Carbide Kogyo Kabushiki Kaisha | Process for producing 5-amino-tetrazole |
| CN1580040A (en) * | 2003-08-06 | 2005-02-16 | 中国科学院兰州化学物理研究所 | Amino protective reagent azido tert.-butyl formate synthesizing method |
| CN101735144A (en) * | 2009-12-11 | 2010-06-16 | 西北农林科技大学 | Synthesizing method of isonicotinyl hydrazine azide |
| CN102093365A (en) * | 2011-02-26 | 2011-06-15 | 西陇化工股份有限公司 | Method for producing 4-hydroxy-6-methyl-1,3,3a,7-tetraazaindene |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103694187A (en) * | 2014-01-06 | 2014-04-02 | 四川大学 | 5-amino-1-benzamido tetrazole and metal complex thereof |
| CN109666950A (en) * | 2018-11-22 | 2019-04-23 | 浙江工业大学 | method for electrochemically synthesizing tetrazole compound |
| CN115745848A (en) * | 2022-12-07 | 2023-03-07 | 上海优合生物科技有限公司 | Processing and synthesizing process of aminoguanidine |
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Application publication date: 20120118 |