Stearoyl chloride → HCID 9846158, 화합물

HRID 1532644노트

반응식

HRID 1532644 반응식
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]

참가 물질

5

반응물 3

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

생성물 1

HCID 9846158HCID 9846158, 화합물수율 86%

시약·촉매·용매 1

HCID 6212Chloroform용매2회

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-7a91244048b443a5872bfab4bdb6f764
출처 데이터셋
uspto-grants-2001_03
특허 번호
US06204264B1

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