HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → N,N'-bis-(S-benzoylmercaptoacetyl)-1,3-diaminoacetone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1,3-Diaminopropan-2-one hydrate hydrochloride | HCID 16211633 | — |
| Reactant | benzoylmercaptoacetyl-N-hydroxysuccinimide | HCID 86749986 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | N,N'-bis-(S-benzoylmercaptoacetyl)-1,3-diaminoacetone | HCID 57223051 | 65% |
Reaction Steps
To a stirring solution of (492 g, 1.68 mmoles) benzoylmercaptoacetyl-N-hydroxysuccinimide and (150 mg, 0.84 mmoles) 1,3-diaminoacetone hydrochloride monohydrate in (15 mL) dioxane was added (850 mg, 8.40 mmoles) triethylamine. The reaction stirred 3.5 days followed by rotavapping off the dioxane to a yellow oil and adding (3 mL) water to a yellow solid. The solid was crushed, filtered, washed with water, and dried in vacuo yielding 242 mg, 65% N,N'-bis-(S-benzoylmercaptoacetyl)-1,3-diaminoacetone (m.p. 134°-140° C.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05574140 |
| Source dataset | uspto-grants-1996_11 |
| ORD ID | ord-684c9cd268af412e8a0c85300f7d4869 |
| Source note | uspto-grants-1996_11 |