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Ethyl formate → 1-(3'-Aminophenyl)-2-formylamino-propane

HRID 614872
ノート
印刷プレビュー

反応式

HRID 614872 の反応式
[NH2:1][C:2]1[CH:3]=[C:4]([CH2:8][CH:9]([NH2:11])[CH3:10])[CH:5]=[CH:6][CH:7]=1.[CH:12](OCC)=[O:13]>>[NH2:1][C:2]1[CH:3]=[C:4]([CH2:8][CH:9]([NH:11][CH:12]=[O:13])[CH3:10])[CH:5]=[CH:6][CH:7]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

3

反応物 2

HCID 8025Ethyl formateHCID 204423703-(2-Aminopropyl)aniline

生成物 1

HCID 213274251-(3'-Aminophenyl)-2-formylamino-propane

実験手順

A mixture of 1-(3'-amino-phenyl)-2-amino-propane and12.5 ml of ethyl formate was boiled for ten hours, and then the reaction mixture was evaporated, leaving 1-(3'-aminophenyl)-2-(formyl-amino)-propane. 4.45 gm of this amide were dissolved in 25 ml of pyridine, 2.6 ml of chlorothioformic acid-S-ethyl ester were added to the solution at 10-20° C., and the mixture was allowed to stand for a few hours. Therefore, the reaction solution was poured into ice water, and the aqueous mixture was extracted with ether. The ethereal extract was washed five times with water and once briefly with 1/10 N hydrochloric acid, and was then evaporated, leaving as a residue 1-[3'-(ethylthiocarbonyl-amino)-phenyl]-2-(formyl-amino)-propane. The residue was added to a mixture of 75 ml of methanol and 5 ml of concentrated hydrochloric acid, and the mixture was allowed to stand for three days at room temperature. Thereafter, the resulting solution was evaporated, the residue was triturated with acetonitrile, and the crystalline product formed thereby was recrystallized from acetonitrile and a little water, yielding the hydrochloride of the formula ##STR19## which has a melting point of 185°-186° C.

後処理

  1. customthe reaction mixture was evaporated

出典と根拠

ORDレコード
ord-4981b306caed4b1cbf23600217f28718
出典データセット
uspto-grants-1979_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04146645

反応ノート

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このページの内容参加物実験手順後処理出典と根拠反応ノート