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Water → 4-(Cyclopropylmethyl-amino)-benzenesulfonic acid 4-amino-3-nitro-phenyl ester

HRID 1823780
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HRID 1823780 반응식
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][S:9]([C:12]2[CH:17]=[CH:16][C:15](F)=[CH:14][CH:13]=2)(=[O:11])=[O:10])=[CH:4][C:3]=1[N+:19]([O-:21])=[O:20].[CH:22]1([CH2:25][NH2:26])[CH2:24][CH2:23]1.O>CN1CCCC1=O>[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][S:9]([C:12]2[CH:17]=[CH:16][C:15]([NH:26][CH2:25][CH:22]3[CH2:24][CH2:23]3)=[CH:14][CH:13]=2)(=[O:11])=[O:10])=[CH:4][C:3]=1[N+:19]([O-:21])=[O:20]
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참가 물질

5

반응물 3

HCID 962WaterHCID 75646CyclopropanemethanamineHCID 120188434-Amino-3-nitrophenyl 4-fluorobenzenesulfonate

생성물 1

HCID 865960784-(Cyclopropylmethyl-amino)-benzenesulfonic acid 4-amino-3-nitro-phenyl ester

시약·촉매·용매 1

HCID 13387N-methyl-2-pyrrolidone용매

실험 절차

A solution of 4-fluoro-benzenesulfonic acid 4-amino-3-nitro-phenyl ester (800 mg) and cyclopropylmethylamine (890 μl) in N-methylpyrrolidinone (8 ml) was heated at 110° C. in a sealed tube for 14 hours. The reaction mixture was then poured into water (150 ml) and extracted three times with ethyl acetate (40 ml). The combined extracts were dried over magnesium sulfate and then evaporated. The residue was subjected to flash chromatography on silica eluting with a mixture of ethyl acetate and heptane (50:50, v/v) to give 4-(cyclopropylmethyl-amino)-benzenesulfonic acid 4-amino-3-nitro-phenyl ester (786 mg) as a yellow solid.

후처리

  1. extractionextracted three times with ethyl acetate (40 ml)
  2. dry with materialThe combined extracts were dried over magnesium sulfate
  3. customevaporated
  4. additionThe residue was subjected to flash chromatography on silica eluting with a mixture of ethyl acetate and heptane (50:50

출처 및 근거

ORD 기록
ord-2d1b2fa666854d8285f5d226918de8ec
출처 데이터셋
uspto-grants-2006_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07041668B2

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