Stearoyl chloride → HCID 9846158、化合物

HRID 1532644ノート

反応式

HRID 1532644 の反応式
C(N(CC)CC)C.[CH3:8][N:9]([CH3:21])[CH2:10][CH2:11][CH2:12][NH:13][C:14]1[C:15]([NH2:20])=[CH:16][CH:17]=[CH:18][CH:19]=1.[C:22](Cl)(=O)[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH3:39]>C(Cl)(Cl)Cl>[CH2:38]([C:39]1[N:13]([CH2:12][CH2:11][CH2:10][N:9]([CH3:8])[CH3:21])[C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[N:20]=1)[CH2:37][CH2:36][CH2:35][CH2:34][CH2:33][CH2:32][CH2:31][CH2:30][CH2:29][CH2:28][CH2:27][CH2:26][CH2:25][CH2:24][CH2:23][CH3:22]

参加物

5

反応物 3

HCID 8212Stearoyl chlorideHCID 8471TriethylamineHCID 14174121N~1~-[3-(Dimethylamino)propyl]benzene-1,2-diamine

生成物 1

HCID 9846158HCID 9846158、化合物収率 86%

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒2 回

実験手順

Triethylamine (0.62 ml) was added to a solution containing N-[3-(dimethylamino)propyl]-1,2-benzenediamine (0.78 g) in chloroform (4 ml) and then stearoyl chloride (1.22 g) was added thereto while being cooled with ice. After being stirred for 2 hours at room temperature, the reaction mixture was diluted with chloroform, washed with saturated sodium hydrogencarbonate aqueous solution and water successively, dried over sodium sulfate anhydride, and concentrated. Concentrated hydrochloric acid (3.33 ml) was added to a solution containing the residue (1.93 g) in n ethanol (20 ml). After being stirred for 5 hours at 90° C., the reaction mixture was concentrated. The residue, with ethyl acetate added thereto, was washed with 1N sodium hydroxide aqueous solution and saturated brine successively, dried over sodium sulfate anhydride, and concentrated. The residue (1.73 g) was purified by silica gel column chromatography (silica gel 50 g, chloroform:methanol=50:1), thereby yielding the entitled compound (1.53 g) as pale brown wax.

後処理

  1. temperaturewhile being cooled with ice
  2. washwashed with saturated sodium hydrogencarbonate aqueous solution and water successively
  3. dry with materialdried over sodium sulfate anhydride
  4. concentrationconcentrated
  5. additionConcentrated hydrochloric acid (3.33 ml) was added to a solution
  6. additioncontaining the residue (1.93 g) in n ethanol (20 ml)
  7. stirringAfter being stirred for 5 hours at 90° C.
  8. concentrationthe reaction mixture was concentrated
  9. additionThe residue, with ethyl acetate added
  10. washwas washed with 1N sodium hydroxide aqueous solution and saturated brine successively
  11. dry with materialdried over sodium sulfate anhydride
  12. concentrationconcentrated
  13. customThe residue (1.73 g) was purified by silica gel column chromatography (silica gel 50 g, chloroform:methanol=50:1)

出典と根拠

ORDレコード
ord-7a91244048b443a5872bfab4bdb6f764
出典データセット
uspto-grants-2001_03
特許番号
US06204264B1

反応ノート

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