1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride → HCID 86743292、化合物

HRID 1088602ノート

反応式

HRID 1088602 の反応式
[C:1]([O:5][C:6]([N:8]1[CH:12]=[C:11]([CH2:13][C:14]([OH:16])=O)[N:10]=[CH:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[NH2:17][CH:18]([P:27](=[O:34])([O:31][CH2:32][CH3:33])[O:28][CH2:29][CH3:30])[P:19](=[O:26])([O:23][CH2:24][CH3:25])[O:20][CH2:21][CH3:22].Cl.C(N=C=NCCCN(C)C)C>CN(C)C=O.C(Cl)(Cl)Cl>[C:1]([O:5][C:6]([N:8]1[CH:12]=[C:11]([CH2:13][C:14]([NH:17][CH:18]([P:19](=[O:26])([O:20][CH2:21][CH3:22])[O:23][CH2:24][CH3:25])[P:27](=[O:34])([O:31][CH2:32][CH3:33])[O:28][CH2:29][CH3:30])=[O:16])[N:10]=[CH:9]1)=[O:7])([CH3:2])([CH3:3])[CH3:4]

参加物

6

反応物 3

HCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2773808Tetraethyl aminomethylenediphosphonateHCID 22161426HCID 22161426、化合物

生成物 1

HCID 86743292HCID 86743292、化合物収率 65.9%

試薬・触媒・溶媒 2

HCID 6212Chloroform溶媒HCID 6228Dimethylformamide溶媒

実験手順

To a solution of 2-[1-(tert-butoxycarbonyl)-imidazol-4-yl]acetic acid (45 mg) and tetraethyl (aminomethylene)bis(phosphonate) (91 mg) in N,N-dimethylformamide (1 ml) was added N-ethyl-N'-(3-dimethylaminopropyl)carbodiimide hydrochloride (42 mg) with stirring on ice-sodium chloride bath under nitrogen atmosphere. After stirring for 36 hours at 5° C., the mixture was diluted with chloroform (10 ml) and washed with cold 1N aqueous solution of citric acid (10 ml). The aqueous layer was extracted with chloroform (10 ml) twice and the combined organic layers were dried over sodium sulfate and evaporated in vacuo. The residue was dissolved in ethyl acetate (10 ml) and the solution was washed with water (10 ml), dried over sodium sulfate and evaporated in vacuo to give a colorless syrup of tetraethyl [[2-{1-(tert-butoxycarbonyl)-imidazol-4-yl}acetamido]methylene]bis(phosphonate) (67 mg).

後処理

  1. stirringAfter stirring for 36 hours at 5° C.
  2. washwashed with cold 1N aqueous solution of citric acid (10 ml)
  3. extractionThe aqueous layer was extracted with chloroform (10 ml) twice
  4. dry with materialthe combined organic layers were dried over sodium sulfate
  5. customevaporated in vacuo
  6. dissolutionThe residue was dissolved in ethyl acetate (10 ml)
  7. washthe solution was washed with water (10 ml)
  8. dry with materialdried over sodium sulfate
  9. customevaporated in vacuo

出典と根拠

ORDレコード
ord-98899facc76d42099d95de4f2f724406
出典データセット
uspto-grants-1990_10
特許番号
US04963536

反応ノート

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