Nitrogen mustard hydrochloride → 1-(4-Methylpiperazin-1-yl)naphthalen-2-ol

HRID 481358

반응식

HRID 481358 반응식
Cl.[NH2:2][C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH:6]=[CH:5][C:4]=1[OH:13].Cl.Cl[CH2:16][CH2:17][N:18]([CH2:20][CH2:21]Cl)[CH3:19].C(=O)([O-])[O-].[Na+].[Na+]>C(O)CCC>[CH3:19][N:18]1[CH2:20][CH2:21][N:2]([C:3]2[C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[CH:6]=[CH:5][C:4]=2[OH:13])[CH2:16][CH2:17]1

참가 물질

5

반응물 3

HCID 5935Nitrogen mustard hydrochlorideHCID 10340Sodium CarbonateHCID 5184691-Amino-2-naphthol hydrochloride

생성물 1

HCID 190661661-(4-Methylpiperazin-1-yl)naphthalen-2-ol

시약·촉매·용매 1

HCID 2631-Butanol용매

실험 절차

1-Aminonaphthalen-2-ol hydrochloride (5 g, 25.6 mmol) is brought to the reflux point of 1-butanol (100 ml) in the presence of 2-chloro-N-(chloroethyl)-N-methylethanamine hydrochloride (4.9 g, 25.6 mmol) and sodium carbonate (5.4 g, 51 mmol). After 48 h, the reaction mixture is concentrated and impregnated onto silica and then purified by flash chromatography with a mixture (93/7/1) of dichloromethane/methanol/aqueous ammonia.

후처리

  1. concentrationthe reaction mixture is concentrated
  2. custompurified by flash chromatography with a mixture (93/7/1) of dichloromethane/methanol/aqueous ammonia

출처 및 근거

ORD 기록
ord-852d70383fab463598ddab0596238037
출처 데이터셋
uspto-grants-1998_08
특허 번호
US05789412

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