HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 484870Generated: October 26, 2026
Dimethylformamide → 1-(3-Diethylaminopropyl)-3-phthalimido-4-chloroindazole
https://huagongshe.com/reaction/484870
Participants
| Role | Name | HCID | Charge |
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| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | (3-Bromopropyl)diethylamine hydrobromide | HCID 12639158 | — |
| Reactant | 2-(4-chloro-1H-indazol-3-yl)isoindoline-1,3-dione | HCID 13229771 | — |
| Solvent | Water | HCID 962 | — |
| Product | 1-(3-Diethylaminopropyl)-3-phthalimido-4-chloroindazole | HCID 13229772 | 59% |
Reaction Steps
To 60 ml of anhydrous N,N-dimethylformamide were added 4.54 g of 3-phthalimido-4-chloroindazole obtained in the same method as described in Example 1, 4.83 g of 3-bromopropyldiethylamine hydrobromide and 6.3 g of anhydrous potassium carbonate, and the mixture was stirred for 12 hours at 80° C. After cooling, the mixture was added with 80 ml of water and extracted with diethyl ether. The diethyl ether layer was extracted three times with 2N hydrochloric acid, and the hydrochloric acid layer was washed with diethyl ether. After the pH of the layer was adjusted to 14 with potassium carbonate, the layer was extracted with chloroform. The chloroform layer was dried over anhydrous sodium sulfate and chloroform was removed under reduced pressure to give 3.70 g of 1-(3-diethylaminopropyl)-3-phthalimido-4-chloroindazole having the following analytical values in a yield of 59%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04533731 |
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| Source dataset | uspto-grants-1985_08 |
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| ORD ID | ord-7efdbef37e9a4ca7beb00183c0a272c8 |
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| Source note | uspto-grants-1985_08 |
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