Benzaldehyde → HCID 20217441、化合物

HRID 235788

反応式

HRID 235788 の反応式
[NH2:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([NH2:11])[CH:10]=1)[C:5]([OH:7])=[O:6].[CH:12](=O)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.C([BH3-])#N.[Na+]>CO>[NH2:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([NH:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:10]=1)[C:5]([OH:7])=[O:6]

参加物

5

反応物 3

HCID 240BenzaldehydeHCID 120623,5-Diaminobenzoic acidHCID 5003444Sodium cyanoborohydride

生成物 1

HCID 20217441HCID 20217441、化合物

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

15.2 g. (0.1 mol) of 3,5-diaminobenzoic acid was placed in a 500 ml. round bottom flask to which 200 ml of methanol was added. To the round bottom flask 10.3 g. (0.1 mol) of benzaldehyde was added. The solution was stirred for several minutes. While the solution stirred 3.77 g. (0.06 mol) sodium cyanoborohydride was added slowly. After 5 hours the solution was filtered and then concentrated to dryness. The reaction mixture was dissolved in 200 ml. of 2M hydrochloric acid. The acid solution was extracted twice with 200 ml. ethyl acetate. The ethyl acetate solutions were combined and back washed with 200 ml. distilled water, and then dried over sodium sulfate. The solution was concentrated to dryness and 4.58 gm. of product was collected. The product was then purified by column chromatography using a solution of tetrahydrofuran/ethanol/water/ammonium hydroxide in the following ratio--10:3:1:0.04 as the eluent. Structural verification was obtained by carbon magnetic resonance, proton magnetic resonance and infra-red analysis.

後処理

  1. stirringWhile the solution stirred 3.77 g
  2. filtrationAfter 5 hours the solution was filtered
  3. concentrationconcentrated to dryness
  4. dissolutionThe reaction mixture was dissolved in 200 ml
  5. extractionThe acid solution was extracted twice with 200 ml
  6. washback washed with 200 ml
  7. dry with materialdistilled water, and then dried over sodium sulfate
  8. concentrationThe solution was concentrated to dryness and 4.58 gm
  9. customof product was collected
  10. customThe product was then purified by column chromatography
  11. customStructural verification was obtained by carbon magnetic resonance, proton magnetic resonance and infra-red analysis

出典と根拠

ORDレコード
ord-ef3e66d1683c4992a20e6d24a63fea4c
出典データセット
uspto-grants-1987_02
特許番号
US04642240

関連ノート

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