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O-Phenylenediamine → 5-(2-(9H-fluoren-9-ylidene)acetamido)-N-(2-aminophenyl)pentanamide

HRID 1926188
ノート
印刷プレビュー

反応式

HRID 1926188 の反応式
[CH:1]1[C:13]2[C:12](=[CH:14][C:15]([NH:17][CH2:18][CH2:19][CH2:20][CH2:21][C:22](O)=[O:23])=[O:16])[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH:4]=[CH:3][CH:2]=1.Cl.C(N=C=NCCCN(C)C)C.O[C:38]1[C:46]2[N:45]=N[NH:43][C:42]=2[CH:41]=[CH:40][CH:39]=1.C(N(CC)CC)C.C1(N)C=CC=CC=1N>[Cl-].[Na+].O.CN(C=O)C>[CH:10]1[C:11]2[C:12](=[CH:14][C:15]([NH:17][CH2:18][CH2:19][CH2:20][CH2:21][C:22]([NH:43][C:42]3[CH:41]=[CH:40][CH:39]=[CH:38][C:46]=3[NH2:45])=[O:23])=[O:16])[C:13]3[C:5](=[CH:4][CH:3]=[CH:2][CH:1]=3)[C:6]=2[CH:7]=[CH:8][CH:9]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 5

HCID 7243O-PhenylenediamineHCID 8471TriethylamineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 579720655-(2-(9H-fluoren-9-ylidene)acetamido)pentanoic acidHCID 178418300HCID 178418300、化合物

生成物 1

HCID 445402515-(2-(9H-fluoren-9-ylidene)acetamido)-N-(2-aminophenyl)pentanamide
収率 71%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 57417360Sodium chloride; water溶媒

実験手順

5-(2-(9H-fluoren-9-ylidene)acetamido)pentanoic acid (321 mg, 1 mmol), and 8 ml of DMF were stirred at room temperature while 1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (394 mg, 2 mmol), hydroxy-benzotriazole (162 mg, 1.2 mmol), triethylamine (404 mg, 4 mmol) and o-phenylenediamine (432 mg, 4 mmol) were added. The mixture was stirred for 24 hours at room temperature. The mixture was diluted with 400 mL of brine. The solids were collected by vacuum filtration, washed with water and dried under vacuum to give the title compound (292 mg, 71% yield) as a brown solid. LC-MS (m/z) 412 (M+1).

後処理

  1. additionwere added
  2. filtrationThe solids were collected by vacuum filtration
  3. washwashed with water
  4. customdried under vacuum

出典と根拠

ORDレコード
ord-1c9249842a7c453f857decca28ef150e
出典データセット
uspto-grants-2012_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08178577B2

反応ノート

読み込み中…

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