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Stearoyl chloride → HCID 9915531, 화합물

HRID 1532659
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HRID 1532659 반응식
C(N(CC)CC)C.[NH2:8][C:9]1[CH:10]=[C:11]([CH:17]=[CH:18][C:19]=1[NH:20][CH2:21][CH2:22][CH2:23][N:24]([CH3:26])[CH3:25])[C:12]([O:14][CH2:15][CH3:16])=[O:13].[C:27](Cl)(=O)[CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH3:44]>C(Cl)(Cl)Cl>[CH3:25][N:24]([CH3:26])[CH2:23][CH2:22][CH2:21][N:20]1[C:19]2[CH:18]=[CH:17][C:11]([C:12]([O:14][CH2:15][CH3:16])=[O:13])=[CH:10][C:9]=2[N:8]=[C:44]1[CH2:43][CH2:42][CH2:41][CH2:40][CH2:39][CH2:38][CH2:37][CH2:36][CH2:35][CH2:34][CH2:33][CH2:32][CH2:31][CH2:30][CH2:29][CH2:28][CH3:27]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 8212Stearoyl chlorideHCID 8471TriethylamineHCID 22013774Ethyl 3-amino-4-[[3-(dimethylamino)propyl]amino]benzoate

생성물 1

HCID 9915531HCID 9915531, 화합물수율 85.2%

시약·촉매·용매 1

HCID 6212Chloroform용매2회

실험 절차

Triethylamine (1.05 ml) was added to a solution containing ethyl 3-amino-4-{[3-(dimethylamino)propyl]amino}benzoate (1.83 g) in chloroform (20 ml), and then stearoyl chloride (2.07 g) was added thereto while being cooled with ice. After being stirred for 4 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 (5.00 ml) was added to a solution containing the residue (3.95 g) in ethanol (30 ml). After being stirred for 3 hours at 90° C., the reaction mixture was neutralized with 5N sodium hydroxide aqueous solution (12 ml) and concentrated. The residue, with ethyl acetate added thereto, was washed with water and saturated brine successively, dried over sodium sulfate anhydride, and concentrated. The residue (3.28 g) was purified by silica gel column chromatography (silica gel 50 g, chloroform:methanol=20:1-10:1), thereby yielding the entitled compound (2.99 g) as orange solid.

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 (5.00 ml) was added to a solution
  6. additioncontaining the residue (3.95 g) in ethanol (30 ml)
  7. stirringAfter being stirred for 3 hours at 90° C.
  8. concentrationconcentrated
  9. additionThe residue, with ethyl acetate added
  10. washwas washed with water and saturated brine successively
  11. dry with materialdried over sodium sulfate anhydride
  12. concentrationconcentrated
  13. customThe residue (3.28 g) was purified by silica gel column chromatography (silica gel 50 g, chloroform:methanol=20:1-10:1)

출처 및 근거

ORD 기록
ord-0f663745ea9044d9b71bb03aa81baba4
출처 데이터셋
uspto-grants-2001_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06204264B1

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