Water → HCID 22482764、化合物

HRID 1359502ノート

反応式

HRID 1359502 の反応式
[NH2:1][C:2]1[N:3]([C:10]2[C:15]([Cl:16])=[CH:14][C:13]([Br:17])=[CH:12][C:11]=2[Br:18])[CH:4]=[C:5]([CH3:9])[C:6]=1[C:7]#[N:8].[C:19](OC(=O)C)(=[O:21])[CH3:20].O>C(O)(=O)C>[C:7]([C:6]1[C:5]([CH3:9])=[CH:4][N:3]([C:10]2[C:15]([Cl:16])=[CH:14][C:13]([Br:17])=[CH:12][C:11]=2[Br:18])[C:2]=1[NH:1][C:19](=[O:21])[CH3:20])#[N:8]

参加物

5

反応物 3

HCID 962WaterHCID 7918Acetic AnhydrideHCID 22482744HCID 22482744、化合物

生成物 1

HCID 22482764HCID 22482764、化合物

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

In 5 ml of acetic acid, 1.9 g of 2-Amino-4-methyl-1-(2,4-dibromo-6-chlorophenyl)pyrrole-3-carbonitrile and 1.48 g of acetic anhydride were dissolved. The reaction mixture was heated under reflux for 30 minutes. Water was added to the reaction mixture, and the reaction mixture was extracted with ethyl acetate. Subsequently, the extract was dried over anhydrous sodium sulfate. After the desiccant was filtered off, the filtrate was concentrated under reduced pressure to yield crude N-[3-cyano-4-methyl-1-(2,4-dibromo-6-chlorophenyl)-1H-pyrrol-2-yl]acetamide. To the obtained crude N-[3-cyano-4-methyl-1-(2,4-dibromo-6-chlorophenyl)-1H-pyrrol-2-yl]acetamide, 8ml of 85% phosphoric acid were added. The reaction mixture was heated for 0.5 hours at 130° C., and subsequently, water was added thereto. The reaction mixture was extracted with chloroform, and subsequently, the extract was dried over anhydrous sodium sulfate. After the desiccant was filtered off, the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent:hexane ethyl acetate=1:1) and was allowed to stand for crystallization. The precipitated crystals were washed with ethyl acetate to yield 1.1 g of 2,5-dimethyl-7-(2,4-dibromo-6-chlorophenyl)-3,7-dihydropyrrolo[2,3-d]pyrimidin -4-one.

後処理

  1. temperatureThe reaction mixture was heated
  2. temperatureunder reflux for 30 minutes
  3. extractionthe reaction mixture was extracted with ethyl acetate
  4. dry with materialSubsequently, the extract was dried over anhydrous sodium sulfate
  5. filtrationAfter the desiccant was filtered off
  6. concentrationthe filtrate was concentrated under reduced pressure

出典と根拠

ORDレコード
ord-5f2a0a25dc9c43baa80fc946a0bb309b
出典データセット
uspto-grants-2003_07
特許番号
US06600038B1

反応ノート

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