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Water → N,N'-bis-(S-benzoylmercaptoacetyl)-1,3-diaminoacetone

HRID 1900214
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HRID 1900214 반응식
[C:1]([S:9][CH2:10][C:11](C1CC(=O)N(O)C1=O)=[O:12])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH2:21].Cl.[NH2:23][CH2:24][C:25]([CH2:27][NH2:28])=[O:26].C(N([CH2:34][CH3:35])CC)C.[OH2:36]>O1CCOCC1>[C:1]([S:9][CH2:34][C:35]([NH:23][CH2:24][C:25]([CH2:27][NH:28][C:11](=[O:12])[CH2:10][S:9][C:1](=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)=[O:26])=[O:36])(=[O:21])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1
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참가 물질

6

반응물 4

HCID 962WaterHCID 8471TriethylamineHCID 162116331,3-Diaminopropan-2-one hydrate hydrochlorideHCID 86749986benzoylmercaptoacetyl-N-hydroxysuccinimide

생성물 1

HCID 57223051N,N'-bis-(S-benzoylmercaptoacetyl)-1,3-diaminoacetone수율 65%

시약·촉매·용매 1

HCID 31275
1,4-Dioxane
용매
2회

실험 절차

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.).

후처리

  1. customThe solid was crushed
  2. filtrationfiltered
  3. washwashed with water
  4. customdried in vacuo

출처 및 근거

ORD 기록
ord-684c9cd268af412e8a0c85300f7d4869
출처 데이터셋
uspto-grants-1996_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05574140

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