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

HRID 432605ノート

反応式

HRID 432605 の反応式
[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]

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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+).

後処理

  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

出典と根拠

ORDレコード
ord-5c20989f4fbc4534a5fefacd9df91a18
出典データセット
uspto-grants-2003_12
特許番号
US06664259B2

反応ノート

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