Benzenecarboximidic acid, ethyl ester, hydrochloride (1:1) → HCID 178495957、化合物

HRID 480662

反応式

HRID 480662 の反応式
Cl.[C:2](=[NH:12])(OCC)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[CH3:13][O:14][CH:15]([O:18][CH3:19])[CH2:16][NH2:17]>CO.[OH-].[Na+]>[CH3:13][O:14][CH:15]([O:18][CH3:19])[CH2:16][NH:17][C:2](=[NH:12])[C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1

参加物

5

反応物 2

HCID 79249Benzenecarboximidic acid, ethyl ester, hydrochloride (1:1)HCID 89728Aminoacetaldehyde dimethyl acetal

生成物 1

HCID 178495957HCID 178495957、化合物収率 104.5%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒2 回HCID 14798Sodium Hydroxide溶媒

実験手順

(EX-1A) A solution of ethyl benzimidate hydrochloride (92.25 g, 496.9 mmol) in 300.0 mL dry methanol (1.68 M) was cooled to ca 0° C. and added a solution of aminoacetaldehyde dimethyl acetal (73.10 mL, 670.9 mmol) in dry methanol (75.0 mL, 9.0 M) drop wise at such a rate the temperature was kept below 5° C. The resulting solution was allowed to stir for 3 days with the temperature being maintained below 5° C. The reaction mixture was then concentrated under reduced pressure to give a yellow oil. The residue was dissolved in 1 N NaOH (750 mL) and extracted with dichloromethane (4×250 mL). The organic solutions were combined, dried (MgSO4), and concentrated to give 108.13 g crude N-(2,2-dimethoxyethyl)benzamidine as a yellow oil.

後処理

  1. customwas kept below 5° C
  2. temperaturebeing maintained below 5° C
  3. concentrationThe reaction mixture was then concentrated under reduced pressure
  4. customto give a yellow oil
  5. extractionextracted with dichloromethane (4×250 mL)
  6. dry with materialdried (MgSO4)
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-78f178215a04427989c0b929f2bacbeb
出典データセット
uspto-grants-2003_11
特許番号
US06653316B1

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