1-Isocyanatoadamantane → N-(3-aminosulfonyl-4-chloro-2-hydroxyphenyl)-N'-(1-adamantyl) urea

HRID 432605노트

반응식

HRID 432605 반응식
[NH2:1][C:2]1[C:3]([OH:13])=[C:4]([S:9]([NH2:12])(=[O:11])=[O:10])[C:5]([Cl:8])=[CH:6][CH:7]=1.[C:14]12([N:24]=[C:25]=[O:26])[CH2:23][CH:18]3[CH2:19][CH:20]([CH2:22][CH:16]([CH2:17]3)[CH2:15]1)[CH2:21]2>CN(C)C=O.C(OCC)(=O)C>[NH2:12][S:9]([C:4]1[C:3]([OH:13])=[C:2]([NH:1][C:25]([NH:24][C:14]23[CH2:23][CH:18]4[CH2:17][CH:16]([CH2:22][CH:20]([CH2:19]4)[CH2:21]2)[CH2:15]3)=[O:26])[CH:7]=[CH:6][C:5]=1[Cl:8])(=[O:11])=[O:10]

참가 물질

5

반응물 2

HCID 20599951-IsocyanatoadamantaneHCID 113680593-Amino-6-chloro-2-hydroxy-benzenesulfonamide

생성물 1

HCID 12114202N-(3-aminosulfonyl-4-chloro-2-hydroxyphenyl)-N'-(1-adamantyl) urea수율 56.5%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

실험 절차

A solution of 3-amino-6-chloro-2-hydroxybenzenesulfonamide (120 mg, 0.54 mmol) and 1-adamantyl isocyanate (115 mg, 0.64 mmol) in 1 mL of N,N-dimethyl-formamide was stirred at room temperature for 20 hours. The mixture was diluted with ethyl acetate and washed with water to give the crude. Purification upon column chromatograph on silica gel, eluting with ethyl acetate/hexane (50/50, v/v), gave the desired product (122 mg, 56%). LC-MS (m/z) 400.0 (M+).

후처리

  1. washwashed with water
  2. customto give the crude
  3. customPurification upon column chromatograph on silica gel
  4. washeluting with ethyl acetate/hexane (50/50

출처 및 근거

ORD 기록
ord-5c20989f4fbc4534a5fefacd9df91a18
출처 데이터셋
uspto-grants-2003_12
특허 번호
US06664259B2

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