Ethyl isocyanatoacetate → N-(3-aminosulfonyl-4-chloro-2-hydroxyphenyl)-N'-(ethoxycarbonyl)methylurea

HRID 1884898

反応式

HRID 1884898 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.[N:14]([CH2:17][C:18]([O:20][CH2:21][CH3:22])=[O:19])=[C:15]=[O:16]>CN(C)C=O.C(OCC)(=O)C>[NH2:12][S:9]([C:4]1[C:3]([OH:13])=[C:2]([NH:1][C:15]([NH:14][CH2:17][C:18]([O:20][CH2:21][CH3:22])=[O:19])=[O:16])[CH:7]=[CH:6][C:5]=1[Cl:8])(=[O:11])=[O:10]

参加物

5

反応物 2

HCID 76283Ethyl isocyanatoacetateHCID 113680593-Amino-6-chloro-2-hydroxy-benzenesulfonamide

生成物 1

HCID 10154964N-(3-aminosulfonyl-4-chloro-2-hydroxyphenyl)-N'-(ethoxycarbonyl)methylurea収率 7.5%

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 (170 mg, 0.76 mmol) and ethyl isocyanatoacetate (103 μL, 0.92 mmol) in 1.5 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 (60/40, v/v), followed by Gilson HPLC separation, gave the desired product (20 mg, 7%). LC-MS (m/z) 352.0 (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 (60/40
  5. customv/v), followed by Gilson HPLC separation

出典と根拠

ORDレコード
ord-f2518a3388a049b690f3d2beba0e13ec
出典データセット
uspto-grants-2004_07
特許番号
US06767922B2

関連ノート

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