Alternatived Products of [ 110-17-8 ]
Product Details of [ 110-17-8 ]
| CAS No. : | 110-17-8 |
MDL No. : | MFCD00002700 |
| Formula : |
C4H4O4
|
Boiling Point : |
- |
| Linear Structure Formula : | COOHCHCHCOOH |
InChI Key : | - |
| M.W : |
116.07
|
Pubchem ID : | - |
| Synonyms : |
2-Butenedioic acid;Trans-Butenedioic acid;Tumaric acid;Kyselina fumarova;Fumarate;Lichenic acid;Donitic acid;Boletic acid;Allomaleic acid
|
Safety of [ 110-17-8 ]
| Signal Word: | Warning |
Class: | N/A |
| Precautionary Statements: | P305+P351+P338 |
UN#: | N/A |
| Hazard Statements: | H319 |
Packing Group: | N/A |
| GHS Pictogram: |
|
Applications of [ 110-17-8 ]
Fumaric acid (CAS: 110-17-8) can be used in the preparation of Dimethyl Fumarate (CAS: 624-49-7). Dimethyl fumarate is a medication indicated for the treatment of relapsing forms of multiple sclerosis.
Application In Synthesis of [ 110-17-8 ]
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
- Downstream synthetic route of [ 110-17-8 ]
- 1
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[ 3452-97-9 ]
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[ 110-17-8 ]
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[ 60100-39-2 ]
- 2
-
[ 13613-65-5 ]
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water
[ No CAS ]
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coal powder
[ No CAS ]
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[ 110-15-6 ]
-
[ 110-17-8 ]
-
[ 513-85-9 ]
- 3
-
[ 704-91-6 ]
-
[ 6530-09-2 ]
-
[ 110-17-8 ]
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N-[(3R)-1-azabicyclo[2.2.2]oct-3-yl]-1H-indazole-6-carboxamide fumarate
[ No CAS ]
- 4
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[ 13220-33-2 ]
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[ 68325-15-5 ]
-
[ 110-17-8 ]
-
3-[(1-methyl-3-pyrrolidinyl)oxy]-4-pyridinecarbonitrile fumarate
[ No CAS ]
| Yield | Reaction Conditions | Operation in experiment |
|
In N-methyl-acetamide; water; mineral oil; |
Preparation 12 3-[(1-Methyl-3-pyrrolidinyl)oxy]-4-pyridinecarbonitrile fumarate [1:2] A solution of 55 g (0.55 mole) of <strong>[13220-33-2]1-methyl-3-pyrrolidinol</strong> in 55 ml of dry dimethylformamide was added dropwise to a suspension of 22 g (0.58 mole) of 60percent sodium hydride/40percent mineral oil in 300 ml of dimethylformamide. The mixture was stirred at room temperature for one hour and 73 g (0.53 mole) of 3-chloro-4-cyanopyridine in 200 ml of dimethylformamide was added dropwise with mild cooling to maintain a temperature of 30°-40° C. The solution was stirred 3 hours and an equal volume of water added. The solution was made acidic with dilute hydrochloric acid and extracted with isopropyl ether. The aqueous layer was made basic with sodium hydroxide and extracted 5 times with chloroform. The extracts were combined, dried over sodium sulfate and concentrated. The residue was treated with 50 g of fumaric acid in 400 ml of isopropyl alcohol and 40 ml of water. The resulting crystals (51 g; 21 percent) were collected. A 2 g sample was recrystallized from methyl isobutyl ketone. Yield of product was 1.5 g, m.p. 172°-174° C. Analysis: Calculated for C18 H21 N3 O9: C, 52.42; H, 4.86; N, 9.65. Found: C, 52.40; H, 4.90; N, 9.68. |
|
In N-methyl-acetamide; water; mineral oil; |
PREPARATION 12 3-[(1-Methyl-3-pyrrolidinyl)oxy]-4-pyridinecarbonitrile fumarate [1:2] A solution of 55 g (0.55 mole) of <strong>[13220-33-2]1-methyl-3-pyrrolidinol</strong> in 55 ml of dry dimethylformamide was added dropwise to a suspension of 22 g (0.58 mole) of 60percent sodium hydride/40percent mineral oil in 300 ml of dimethylformamide. The mixture was stirred at room temperature for one hour and 73 g (0.53 mole) of 3-chloro-4-cyanopyridine in 200 ml of dimethylformamide was added dropwise with mild cooling to maintain a temperature of 30°-40° C. The solution was stirred 3 hours and an equal volume of water added. The solution was made acidic with dilute hydrochloric acid and extracted with isopropyl ether. The aqueous layer was made basic with sodium hydroxide and extracted 5 times with chloroform. The extracts were combined, dried over sodium sulfate and concentrated. The residue was treated with 50 g of fumaric acid in 400 ml of isopropyl alcohol and 40 ml of water. The resulting crystals (51 g; 21percent) were collected. A 2 g sample was recrystallized from methyl isobutyl ketone. Yield of product was 1.5 g, m.p. 172°-174° C. Analysis: Calculated for C19 H21 N3 O9: C, 52.42; H, 4.86; N, 9.65. Found: C, 52.40; H, 4.90; N, 9.68. |
- 5
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[ 311-28-4 ]
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[ 110-17-8 ]
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[ 2915-53-9 ]
| Yield | Reaction Conditions | Operation in experiment |
|
With potassium hydroxide; In chloroform; 1-bromo-hexane; water; Petroleum ether; |
(ii) Preparation of Hexyl/Octyl Maleate/Fumarate Monooctyl maleic/fumaric acid (88 g, 0.39 mole) was dissolved in chloroform (200 ml) and was stirred in a 1 L Erlenmeyer (Quick Fit) flask, fitted with condenser, with a solution of potassium hydroxide (21 g, 0.38 mole) and tetrabutyl ammonium iodide (15 g, 0.04 mole) in 200 mls of water. To the stirred mixture was added hexyl bromide 64 g, 0.39 mole) and the two phase mixture was stirred rapidly under reflux for 5 hours. The chloroform layer was separated off, washed with sodium carbonate solution, then with water, and then dried over sodium sulphate. After filtering and evaporating the resulting oil was treated with 30/40 petroleum ether which precipitated the catalyst which could be reused. Filtration/evaporation yielded the crude product as an oil (77 g). Distillation in vacuo removed 13.1 g hexyl bromide. The yield of undistilled material was 59.3 g (62percent based on hexyl bromide). |
- 6
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zinc(II) nitrate hexahydrate
[ No CAS ]
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[ 2645-22-9 ]
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[ 110-17-8 ]
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Zn(4,4'-dipyridyldisulfide)(fumaric acid(2-))
[ No CAS ]
- 7
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[ 67-47-0 ]
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[ 79-14-1 ]
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[ 6338-41-6 ]
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[ 110-15-6 ]
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[ 110-16-7 ]
-
[ 110-17-8 ]
| Yield | Reaction Conditions | Operation in experiment |
| 19%; 10%; 35%; 20%; 8% |
With dihydrogen peroxide;methyltrioxorhenium(VII); In dichloromethane; water; acetonitrile; at 20℃; |
Comparative examples 1 to 3: Oxidation of 5-hydroxymethyl furfural in homogeneous conditions; 5-hydroxymethyl furfural (HMF) was oxidized with 10 equivalents of hydrogen peroxide (35percent by weight in aqueous solution) in the presence of methyltrioxo rhenium in an amount of 5percent by weight of HMF, at a temperature about 200C during 24 to 48 hours, until the conversion of furfural was complete, in various solvents. The results of the reactions are summarized in Table 1 below. |
- 8
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[ 88675-24-5 ]
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[ 110-17-8 ]
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N-[(S/R)-3-tetrahydrofuranyl]-L-aspartic acid
[ No CAS ]
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