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Dimethylformamide → 4-[[4-(Aminoiminomethyl)phenyl]amino]-4-oxobutanoic acid

HRID 1735627
ノート
印刷プレビュー

反応式

HRID 1735627 の反応式
Cl.Cl.[NH2:3][C:4]1[CH:12]=[CH:11][C:7]([C:8]([NH2:10])=N)=[CH:6][CH:5]=1.C[N:14](C=O)C.[C:18]1(=[O:24])[O:23][C:21](=[O:22])[CH2:20][CH2:19]1.CN(C1C=CC=CN=1)C>N1C=CC=CC=1>[NH2:14][N:10]=[CH:8][C:7]1[CH:6]=[CH:5][C:4]([NH:3][C:18](=[O:24])[CH2:19][CH2:20][C:21]([OH:23])=[O:22])=[CH:12][CH:11]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 6228DimethylformamideHCID 7922Succinic anhydrideHCID 218852-DimethylaminopyridineHCID 756264-Amidinoaniline dihydrochloride

生成物 1

HCID 699510564-[[4-(Aminoiminomethyl)phenyl]amino]-4-oxobutanoic acid収率 88%

試薬・触媒・溶媒 1

HCID 1049Pyridine
溶媒

反応条件

温度
100 °C

実験手順

U.S. Pat. No. 5,344,957 discloses a process for preparing ethyl 3S 3-[[4-[[4-(aminoiminomethyl)phenyl]amino]-1,4-dioxobutyl]amino]-4-pentynoate having the following formula ##STR2## This process is described as follows: 4-Aminobenzamidine di-HCl (25 g, 120 mmol), which is commercially available, particularly from Aldrich, was added to dry DMF (100 ml). To this solution dry pyridine (100 ml) and succinic anhydride (12 g, 120 mmol) followed by dimethylaminopyridine (DMAP 1.5 g 0.012 mmol) were added. The product precipitated after heating for 1/2 h at 100° C. The product was filtered, washed with water, acetonitrile and ether. The light solid was suspended in dioxane, 4N HCl in dioxane (100 ml) was added and the suspension was stirred for 1 h, filtered and dried in a desiccator to give 28 g, 88% of 4-[[4-(aminoiminomethyl)phenyl]-amino]-4-oxobutanoic acid as a white yellow solid which decomposes between 270° C. and 290° C.

後処理

  1. additionwere added
  2. customThe product precipitated
  3. filtrationThe product was filtered
  4. washwashed with water, acetonitrile and ether
  5. addition4N HCl in dioxane (100 ml) was added
  6. filtrationfiltered
  7. customdried in a desiccator

出典と根拠

ORDレコード
ord-562f7e6e215542c0ac1646e171e934b3
出典データセット
uspto-grants-1996_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05536869

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート