N-(3-DIMETHYLAMINOPROPYL)-N'-ETHYLCARBODIIMIDE HYDROCHLORIDE
N-(3-DIMETHYLAMINOPROPYL)-N'-ETHYLCARBODIIMIDE HYDROCHLORIDE
CAS: 7084-11-9
Molecular Formula: C8H18ClN3
N-(3-DIMETHYLAMINOPROPYL)-N'-ETHYLCARBODIIMIDE HYDROCHLORIDE - Names and Identifiers
| Name | N-(3-DIMETHYLAMINOPROPYL)-N'-ETHYLCARBODIIMIDE HYDROCHLORIDE |
| Synonyms | 1-(3-DIMETHYLAMINOPROPYL)-3-ETHYLCARBODIIMIDE HCL 1-ETHYL-3-(3-DIMETHYLAMINOPROPYL) CARBODIIMIDE HCL 1-ETHYL-3-(3'-DIMETHYLAMINOPROPYL)CARBODIIMIDE, HCL 1-(3-DIMETHYLAMINOPROPYL)-3-ETHYLCARBODIIMIDE HYDRCHLORIDE 1-ETHYL-3-(3-DIMETHYLAMINOPROPYL)CARBODIIMIDE HYDROCHLORIDE 3-(3-DIMETHYLAMINOPROPYL)-1-ETHYLCARBODIIMIDE HYDROCHLORIDE N-(3-DIMETHYLAMINOPROPYL)-N'-ETHYLCARBODIIMIDE HYDROCHLORIDE |
| CAS | 7084-11-9 |
| EINECS | 230-383-1 |
N-(3-DIMETHYLAMINOPROPYL)-N'-ETHYLCARBODIIMIDE HYDROCHLORIDE - Physico-chemical Properties
| Molecular Formula | C8H18ClN3 |
| Molar Mass | 191.7 |
| Melting Point | 110-115 °C(lit.) |
| Storage Condition | Inert atmosphere,Room Temperature |
N-(3-DIMETHYLAMINOPROPYL)-N'-ETHYLCARBODIIMIDE HYDROCHLORIDE - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | R37/38 - Irritating to respiratory system and skin. R41 - Risk of serious damage to eyes |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. |
| WGK Germany | 3 |
| RTECS | FF2200000 |
| FLUKA BRAND F CODES | 3-10-21 |
N-(3-DIMETHYLAMINOPROPYL)-N'-ETHYLCARBODIIMIDE HYDROCHLORIDE - Uses and synthesis methods
Introduction
1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride, abbreviated as EDC hydrochloride, molecular formula: C8H17N3 · HCl, relative molecular mass 191.70, white crystalline powder, Very easy to absorb moisture, solubility in water> 20g/100ml, soluble in ethanol, melting point 110-114 ℃, used as carboxyl activation reagent in amide synthesis, it is also used to activate phosphate ester groups, cross-linking protein and nucleic acid, and preparation of immunoconjugates. The pH range when used is 4.0-6.0, and it is often used in conjunction with N-hydroxysuccinimide (NHS) or N-hydroxythiosuccinimide to improve coupling efficiency.
Preparation
weigh 12ml of carbon disulfide and dissolve it in 100ml of methanol, slowly add 20.4g of N,N'-dimethylpropylene diamine dropwise, control the temperature at 10-15 ℃, generate white solid in the dropwise process, keep the temperature at 10-15 ℃ for 1 hour after dropwise addition, filter, bubble wash with methanol, and obtain 38g of white solid (intermediate 1) with 95% yield.
weigh 38g of the previous product, add 120ml chloroform, control the temperature at 10-15 ℃, add 24.2g of triethylamine, then slowly add 11.1g of ethyl chloroformate dropwise, add dropwise for 1 hour, keep the temperature for 1 hour after dropwise addition, until the organic phase is dissolved, washed, filtered, and dried to obtain the product (intermediate 2).
weigh 12.9g of ethylamine (containing water 70%), add 60ml of chloroform, cool to 10-15 ℃, slowly add intermediate 2 dropwise, keep the temperature for 1 hour after dropping, wash the organic phase with lye with pH = 11-12, dry, decompress and concentrate to obtain 31.6g of oil (intermediate 3), add 0.012gTEBA at 25 ℃, oxidation with 270g of sodium hypochlorite with a mass concentration of 10%, oxidation is completed, extraction is stratified, organic phase is dried, concentrated at 30 ℃ under reduced pressure, solvent is evaporated to dry, EDC25g is obtained by distillation under reduced pressure, and the purity is 99.2%;
weigh 39g of triethylamine hydrochloride, add 100ml of dichloromethane, control at 30 ℃, slowly add EDC obtained by rectification, dissolve and clear first, then precipitate crystals, finish dropping, cool to 5 ℃, precipitate for 1h, filter to obtain 30.56 g1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride with 99.5% purity and 80.4% yield (n, n'-dimethylpropylene diamine meter).
Last Update：2024-04-09 21:01:54
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View History
N-(3-DIMETHYLAMINOPROPYL)-N'-ETHYLCARBODIIMIDE HYDROCHLORIDE
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