Alternatived Products of [ 80893-99-8 ]
Product Details of [ 80893-99-8 ]
| CAS No. : | 80893-99-8 |
MDL No. : | MFCD20645589 |
| Formula : |
C9H8O4
|
Boiling Point : |
- |
| Linear Structure Formula : | - |
InChI Key : | - |
| M.W : |
180.16
|
Pubchem ID : | - |
| Synonyms : |
|
Application In Synthesis of [ 80893-99-8 ]
* 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 [ 80893-99-8 ]
- 1
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[ 80893-99-8 ]
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[ 1455-21-6 ]
-
[ 95-55-6 ]
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S-nonyl 4-(benzoxazol-2-yl)-3-methoxythiobenzoate
[ No CAS ]
| Yield | Reaction Conditions | Operation in experiment |
| 30% |
Stage #1: 4-formyl-3-methoxybenzoic acid In N,N-dimethyl-formamide at 20℃; for 24h;
Stage #2: Nonane-1-thiol With dmap; diisopropyl-carbodiimide In dichloromethane at 20℃; for 3h;
Stage #3: 2-amino-phenol With air In N,N-dimethyl-formamide at 100℃; for 18h; Further stages.; |
|
Reference：
[1]Hioki, Hideaki; Matsushita, Kimihito; Kubo, Miwa; Harada, Kenichi; Kodama, Mitsuaki; Fukuyama, Yoshiyasu
[Tetrahedron, 2007, vol. 63, # 46, p. 11315 - 11324]
- 2
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[ 80893-99-8 ]
-
[ 1455-21-6 ]
-
[ 137-07-5 ]
-
S-nonyl 4-(benzothiazol-2-yl)-3-methoxythiobenzoate
[ No CAS ]
| Yield | Reaction Conditions | Operation in experiment |
| 70% |
Stage #1: 4-formyl-3-methoxybenzoic acid In N,N-dimethyl-formamide at 20℃; for 24h;
Stage #2: Nonane-1-thiol With dmap; diisopropyl-carbodiimide In dichloromethane at 20℃; for 3h;
Stage #3: 2-amino-benzenethiol With air In N,N-dimethyl-formamide at 100℃; for 18h; Further stages.; |
|
Reference：
[1]Hioki, Hideaki; Matsushita, Kimihito; Kubo, Miwa; Harada, Kenichi; Kodama, Mitsuaki; Fukuyama, Yoshiyasu
[Tetrahedron, 2007, vol. 63, # 46, p. 11315 - 11324]
- 3
-
[ 80893-99-8 ]
-
[ 1455-21-6 ]
-
[ 4760-34-3 ]
-
S-nonyl 4-(1-methyl-benzimidazol-2-yl)-3-methoxythiobenzoate
[ No CAS ]
| Yield | Reaction Conditions | Operation in experiment |
| 25% |
Stage #1: 4-formyl-3-methoxybenzoic acid In N,N-dimethyl-formamide at 20℃; for 24h;
Stage #2: Nonane-1-thiol With dmap; diisopropyl-carbodiimide In dichloromethane at 20℃; for 3h;
Stage #3: N-methyl-1,2-phenylenediamine With air In N,N-dimethyl-formamide at 100℃; for 48h; Further stages.; |
|
Reference：
[1]Hioki, Hideaki; Matsushita, Kimihito; Kubo, Miwa; Harada, Kenichi; Kodama, Mitsuaki; Fukuyama, Yoshiyasu
[Tetrahedron, 2007, vol. 63, # 46, p. 11315 - 11324]
- 4
-
[ 80893-99-8 ]
-
[ 1455-21-6 ]
-
[ 95-54-5 ]
-
S-nonyl 4-(benzimidazol-2-yl)-3-methoxythiobenzoate
[ No CAS ]
| Yield | Reaction Conditions | Operation in experiment |
| 70% |
Stage #1: 4-formyl-3-methoxybenzoic acid In N,N-dimethyl-formamide at 20℃; for 24h;
Stage #2: Nonane-1-thiol With dmap; diisopropyl-carbodiimide In dichloromethane at 20℃; for 3h;
Stage #3: 1,2-diamino-benzene With air In N,N-dimethyl-formamide at 100℃; for 18h; Further stages.; |
|
Reference：
[1]Hioki, Hideaki; Matsushita, Kimihito; Kubo, Miwa; Harada, Kenichi; Kodama, Mitsuaki; Fukuyama, Yoshiyasu
[Tetrahedron, 2007, vol. 63, # 46, p. 11315 - 11324]
- 5
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[ 80893-99-8 ]
-
[ 110-96-3 ]
-
[ 95-55-6 ]
-
N,N-diisobutyl-4-(benzoxazol-2-yl)-3-methoxybenzamide
[ No CAS ]
| Yield | Reaction Conditions | Operation in experiment |
| 7% |
Stage #1: 4-formyl-3-methoxybenzoic acid In N,N-dimethyl-formamide at 20℃; for 24h;
Stage #2: diisobutylamine With dmap; diisopropyl-carbodiimide In dichloromethane at 20℃; for 3h;
Stage #3: 2-amino-phenol With air In N,N-dimethyl-formamide at 100℃; for 18h; Further stages.; |
|
Reference：
[1]Hioki, Hideaki; Matsushita, Kimihito; Kubo, Miwa; Harada, Kenichi; Kodama, Mitsuaki; Fukuyama, Yoshiyasu
[Tetrahedron, 2007, vol. 63, # 46, p. 11315 - 11324]
- 6
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[ 80893-99-8 ]
-
[ 110-96-3 ]
-
[ 137-07-5 ]
-
N,N-diisobutyl-4-(benzothiazol-2-yl)-3-methoxybenzamide
[ No CAS ]
| Yield | Reaction Conditions | Operation in experiment |
| 33% |
Stage #1: 4-formyl-3-methoxybenzoic acid In N,N-dimethyl-formamide at 20℃; for 24h;
Stage #2: diisobutylamine With dmap; diisopropyl-carbodiimide In dichloromethane at 20℃; for 3h;
Stage #3: 2-amino-benzenethiol With air In N,N-dimethyl-formamide at 100℃; for 18h; Further stages.; |
|
Reference：
[1]Hioki, Hideaki; Matsushita, Kimihito; Kubo, Miwa; Harada, Kenichi; Kodama, Mitsuaki; Fukuyama, Yoshiyasu
[Tetrahedron, 2007, vol. 63, # 46, p. 11315 - 11324]
- 7
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[ 80893-99-8 ]
-
[ 110-96-3 ]
-
[ 4760-34-3 ]
-
N,N-diisobutyl-4-(1-methyl-benzimidazol-2-yl)-3-methoxybenzamide
[ No CAS ]
| Yield | Reaction Conditions | Operation in experiment |
| 17% |
Stage #1: 4-formyl-3-methoxybenzoic acid In N,N-dimethyl-formamide at 20℃; for 24h;
Stage #2: diisobutylamine With dmap; diisopropyl-carbodiimide In dichloromethane at 20℃; for 3h;
Stage #3: N-methyl-1,2-phenylenediamine With air In N,N-dimethyl-formamide at 100℃; for 48h; Further stages.; |
|
Reference：
[1]Hioki, Hideaki; Matsushita, Kimihito; Kubo, Miwa; Harada, Kenichi; Kodama, Mitsuaki; Fukuyama, Yoshiyasu
[Tetrahedron, 2007, vol. 63, # 46, p. 11315 - 11324]
- 8
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[ 80893-99-8 ]
-
[ 110-96-3 ]
-
[ 95-54-5 ]
-
N,N-diisobutyl-4-(benzimidazol-2-yl)-3-methoxybenzamide
[ No CAS ]
| Yield | Reaction Conditions | Operation in experiment |
| 38% |
Stage #1: 4-formyl-3-methoxybenzoic acid In N,N-dimethyl-formamide at 20℃; for 24h;
Stage #2: diisobutylamine With dmap; diisopropyl-carbodiimide In dichloromethane at 20℃; for 3h;
Stage #3: 1,2-diamino-benzene With air In N,N-dimethyl-formamide at 100℃; for 18h; Further stages.; |
|
Reference：
[1]Hioki, Hideaki; Matsushita, Kimihito; Kubo, Miwa; Harada, Kenichi; Kodama, Mitsuaki; Fukuyama, Yoshiyasu
[Tetrahedron, 2007, vol. 63, # 46, p. 11315 - 11324]
- 9
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[ 80893-99-8 ]
-
[ 95-55-6 ]
-
[ 71-36-3 ]
-
butyl 4-(benzoxazol-2-yl)-3-methoxybenzoate
[ No CAS ]
| Yield | Reaction Conditions | Operation in experiment |
| 44% |
Stage #1: 4-formyl-3-methoxybenzoic acid In N,N-dimethyl-formamide at 20℃; for 24h;
Stage #2: butan-1-ol With dmap; diisopropyl-carbodiimide In dichloromethane at 20℃; for 3h;
Stage #3: 2-amino-phenol With air In N,N-dimethyl-formamide at 100℃; for 18h; Further stages.; |
|
Reference：
[1]Hioki, Hideaki; Matsushita, Kimihito; Kubo, Miwa; Harada, Kenichi; Kodama, Mitsuaki; Fukuyama, Yoshiyasu
[Tetrahedron, 2007, vol. 63, # 46, p. 11315 - 11324]
- 10
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[ 80893-99-8 ]
-
[ 137-07-5 ]
-
[ 71-36-3 ]
-
butyl 4-(benzothiazol-2-yl)-3-methoxybenzoate
[ No CAS ]
| Yield | Reaction Conditions | Operation in experiment |
| 72% |
Stage #1: 4-formyl-3-methoxybenzoic acid In N,N-dimethyl-formamide at 20℃; for 24h;
Stage #2: butan-1-ol With dmap; diisopropyl-carbodiimide In dichloromethane at 20℃; for 3h;
Stage #3: 2-amino-benzenethiol With air In N,N-dimethyl-formamide at 100℃; for 18h; Further stages.; |
|
Reference：
[1]Hioki, Hideaki; Matsushita, Kimihito; Kubo, Miwa; Harada, Kenichi; Kodama, Mitsuaki; Fukuyama, Yoshiyasu
[Tetrahedron, 2007, vol. 63, # 46, p. 11315 - 11324]
- 11
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[ 80893-99-8 ]
-
[ 4760-34-3 ]
-
[ 71-36-3 ]
-
butyl 4-(1-methyl-benzimidazol-2-yl)-3-methoxybenzoate
[ No CAS ]
| Yield | Reaction Conditions | Operation in experiment |
| 54% |
Stage #1: 4-formyl-3-methoxybenzoic acid In N,N-dimethyl-formamide at 20℃; for 24h;
Stage #2: butan-1-ol With dmap; diisopropyl-carbodiimide In dichloromethane at 20℃; for 3h;
Stage #3: N-methyl-1,2-phenylenediamine With air In N,N-dimethyl-formamide at 100℃; for 48h; Further stages.; |
|
Reference：
[1]Hioki, Hideaki; Matsushita, Kimihito; Kubo, Miwa; Harada, Kenichi; Kodama, Mitsuaki; Fukuyama, Yoshiyasu
[Tetrahedron, 2007, vol. 63, # 46, p. 11315 - 11324]
- 12
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[ 80893-99-8 ]
-
[ 95-54-5 ]
-
[ 71-36-3 ]
-
butyl 4-(benzimidazol-2-yl)-3-methoxybenzoate
[ No CAS ]
| Yield | Reaction Conditions | Operation in experiment |
| 80% |
Stage #1: 4-formyl-3-methoxybenzoic acid In N,N-dimethyl-formamide at 20℃; for 24h;
Stage #2: butan-1-ol With dmap; diisopropyl-carbodiimide In dichloromethane at 20℃; for 3h;
Stage #3: 1,2-diamino-benzene With air In N,N-dimethyl-formamide at 100℃; for 18h; Further stages.; |
|
Reference：
[1]Hioki, Hideaki; Matsushita, Kimihito; Kubo, Miwa; Harada, Kenichi; Kodama, Mitsuaki; Fukuyama, Yoshiyasu
[Tetrahedron, 2007, vol. 63, # 46, p. 11315 - 11324]
- 13
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[ 74733-24-7 ]
-
[ 80893-99-8 ]
| Yield | Reaction Conditions | Operation in experiment |
|
|
1.72 g of <strong>[74733-24-7]methyl 4-formyl-3-methoxybenzoate</strong> was dissolved in 8.6 ML of methanol, to which 2.6 ML of a 20% aqueous solution of sodium hydroxide was added at room temperature, and this solution was stirred for one hour at the same temperature.. The reaction mixture, to which water was added, was adjusted to PH 2 with 6M hydrochloric acid, and resultant precipitate was filtered out therefrom and washed with water to yield 1.49 g of 4-formyl-3-methoxybenzoic acid as light yellow solid. NMR(400MHz,DMSO-d6) delta value: 3.99(3H,s), 7.62(1H,d,J=8.0Hz), 7.68(1H,d,J=1.2Hz), 7.79(1H,d,J=8.0Hz), 10.40(1H,s), 13.51(1H,brs) |
- 15
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[ 80893-99-8 ]
-
4,4’-biindoline
[ No CAS ]
-
4,4’-([4,4’-biindoline]-1,1‘-dicarbonyl)bis(2-methoxybenzaldehyde)
[ No CAS ]
| Yield | Reaction Conditions | Operation in experiment |
|
Stage #1: 4-formyl-3-methoxybenzoic acid With oxalyl dichloride In tetrahydrofuran at 0 - 20℃; for 0.75h;
Stage #2: 4,4’-biindoline With trimethylamine In tetrahydrofuran at 20℃; for 1.5h; |
3
Step 3: In a round bottom flask, 4-formyl-3-methoxybenzoic acid (97.00 mg, 0.54 mmol) was dissolved in 3.00 of THF at room temperature. Solution was cooled down to 0°C and oxalyl chloride (0.10 mL, 1.08 mmol) was added dropwise followed by one drop of DMF. Gas evolution was observed. The mixture was warmed up to room temperature and stirred for 45 minutes. Volatiles were removedunder reduced pressure and cmde material was redissolved in 3.00 of THF. On a separate vial, 4,4’- biindoline (51.00 mg, 0.22 mmol) was dissolved in 2.00 mL of THF at room temperature. The 4,4’- biindoline solution was added to the cmde material at room temperature followed by tnmethylamine (0.15 mmol, 1.08 mmol). The mixture was stirred at room temperature for 90 minutes. Solution was quenched with saturated sodium bicarbonate and the organic layer was extracted with ethyl acetate. Organic layer was dried over sodium sulfate and volatiles were removed under reduced pressure. Cmde was dry-loaded to a silica gel column and eluted with 20-100% ethyl acetate/hexanes to afford 4,4’-([4,4’- biindolinej -1,1 ‘-dicarbonyl)bis(2-methoxybenzaldehyde). |
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